Pyrrolopyrimidine derivatives

ABSTRACT

The invention provides pyrrolo[3,2-d]pyrimidine derivatives represented by formula (I), and their medically acceptable salts. The compounds of the invention exhibit GSK-3 inhibiting activity and are therefore expected to be useful as therapeutic or prophylactic agents for conditions in which GSK-3 is implicated, such as diabetes, diabetes complications, Alzheimer&#39;s disease, neurodegenerative diseases, manic depression, traumatic encephalopathy, alopecia, inflammatory diseases, cancer and immune deficiency.

TECHNICAL FIELD

The present invention relates to novel pyrrolopyrimidine derivatives for medical use having Glycogen Synthase Kinase 3 (GSK-3) inhibiting activity. More specifically, it relates to novel pyrrolo[3,2-d]pyrimidine derivatives which are useful as therapeutic and/or prophylactic agents for diseases in which GSK-3 activity has been implicated, particularly impaired glucose tolerance, type I diabetes, type 2 diabetes, diabetes complications (retinopathy, nephropathy, neuropathy, large artery impairment, etc.), Alzheimer's disease, neurodegenerative diseases (AIDS encephalopathy, Huntington's disease, Parkinson's disease, amyotrophic lateral sclerosis, disseminated sclerosis, etc.), bipolar affective disorder (manic depression), traumatic encephalopathy/spinal injury, epilepsy, obesity, atherosclerosis, hypertension, polycystic ovarian disease, syndrome X, alopecia, inflammatory diseases (deformant arthritis, rheumatism, atopic dermatitis, psoriasis, ulcerative colitis, Crohn's disease, sepsis, generalized inflammation, etc.), cancer, immune deficiency and the like.

BACKGROUND ART

GSK-3 is a serine/threonine kinase, for which two isoforms, α and β, have been identified and found to be coded for by separate genes (see non-patent document 1). Both of the GSK-3 isoforms adopt a monomer structure and are homeostatically activated in resting cells. GSK-3 was first identified as a kinase which inhibits activity of glycogen synthases by direct phosphorylation (see non-patent document 2). It is thought that stimulation by insulin leads to inactivation of GSK-3, thereby permitting activation of glycogen synthases and also eliciting insulin functions such as glucose transport. GSX-3 is further known to be inactivated by growth factors such as IGF-1 and FGF, via signals from receptor tyrosine kinases (see non-patent documents 3, 4, 5).

GSK-3 inhibitors are useful in the treatment of various diseases associated with GSK-3 activation. In addition, since GSK-3 inhibitors mimic activation of growth factor signaling pathways, they are also of use in treatment of diseases associated with inactivation of these signaling pathways. Several diseases for which GSK-3 inhibitors are believed to be effective are described below.

Type I diabetes is caused by autoimmune destruction of the β cells, or insulin-producing cells, of the pancreas, leading to insulin deficiency. Type I diabetes patients therefore require daily insulin injections for life support. Current insulin therapy, however, has not been successful in achieving the strict control of glucose levels accomplished by normal β cells. Type I diabetes therefore often leads to diabetes complications such as retinopathy, nephropathy, neuropathy and large artery impairment.

Type II diabetes is a multifactorial disorder wherein hyperglycemia is produced due to insulin resistance in the liver, skeletal muscle and fatty tissue, as well as insufficient secretion of insulin by the pancreas. This condition also results in numerous diabetes complications such as retinopathy, nephropathy, neuropathy and large artery impairment. Skeletal muscle is the major tissue involved in insulin-mediated glucose uptake, and the glucose taken up into the cells is either, metabolized through the glycolytic pathway/TCA cycle or stored as glycogen. Glycogen storage in the skeletal muscle is an extremely important function for glucose homeostasis, but in type II diabetes patients the glycogen storage volume in skeletal muscle is reduced. GSK-3 acts to inhibit glycogen storage in peripheral tissue by phosphorylating glycogen synthase, and to lower insulin reactivity, leading to increased blood glucose levels.

According to a recent report, accelerated expression of GSK-3 is seen in the skeletal muscle of type II diabetes patients and an inverse correlation has been found between skeletal muscle GSK-30 activity and insulin function (see non-patent document 6). Also, overexpression of GSK-3β and active GSK-3β mutants (S9A, S9E) in HEK-293 cells suppresses glycogen synthase activity (see non-patent document 7). Reduction in insulin function has been observed when GSK-3β is overexpressed in CHO cells expressing insulin receptor and insulin receptor substrate 1 (IRS-1) (see non-patent document 8). A recent study using C₅₇BL/6J mice prone to obese diabetes has demonstrated a connection between accelerated GSK-3 activity and progression of insulin resistance/type II diabetes (see non-patent document 9).

Lithium salts are already known as inhibitors of GSK-3 activity (see non-patent document 10). Treatment using lithium salts is reported to lower glucose levels in both type I and type II diabetes patients and to generally improve their condition (see non-patent document 11). However, lithium salts have also been reported to exhibit various effects on molecular targets other than GSK-3.

In consideration of the above, it is expected that GSK-3 inhibitors can serve as effective drug agents for amelioration of impaired glucose tolerance, type I diabetes, type II diabetes, and their related complications.

A link has also been suggested between GSK-3 and progression of Alzheimer's disease. Alzheimer's disease is characterized by formation of senile plaques in the brain from amyloid D peptide deposits, and subsequent formation of neurofibrillary changes. These neurofibrillary changes result in the deaths of large numbers of neurons, and lead to the symptom of dementia. GSK-3 is believed to contribute to abnormal phosphorylation-of Tau protein, which is connected with neurofibrillary changes, during the course of the disease (see non-patent document 12). It has also been reported that GSK-3 inhibitors prevent neuronal death (see non-patent document 13). These findings suggest that application of GSK-3 inhibitors for Alzheimer's disease may slow progression of the condition. While treatment methods currently exist which employ agents for symptomatic therapy of Alzheimer's disease (see non-patent document 14), no agents are known that prevent neuronal death and slow progression of the condition. It is therefore expected that GSK-3 inhibitors can serve as effective drug agents for amelioration of Alzheimer's dementia.

GSK-3 inhibitors have been reported to suppress neuronal death, and especially neuronal death due to glutamate-mediated hyperexcitation (see non-patent documents 15 and 16). This suggests the possibility that GSK-3 inhibitors may be useful for treatment of bipolar affective disorder (manic depression), epilepsy and a host of neurodegenerative disorders and neural diseases. As neurodegenerative disorders there may be mentioned Alzheimer's disease described above, as well as AIDS encephalopathy, Huntington's disease, Parkinson's disease, amyotrophic lateral sclerosis, disseminated sclerosis, Pick's disease, progressive supranuclear palsy, and the like. Glutamate-mediated hyperexcitation is believed to be a cause of brain disorders in such conditions as cerebral apoplexy (cerebral infarction, encephalorrhagia, subarachnoid hemorrhage), traumatic encephalopathy/spinal injury, bacterial/viral infection and the like, and GSK-3 inhibitors are therefore expected to be useful against these conditions as well. All of these disorders are accompanied by death of neurons, and at the current time no drug exists that can effectively suppress such neuronal death. It is therefore believed that GSK-3 inhibitors can serve as effective drug agents for amelioration of various forms of neurodegenerative disorders, bipolar affective disorder (manic depression), epilepsy, cerebral apoplexy, traumatic encephalopathy/spinal injury, and the like.

In vitro research has also been reported indicating that Wint10B strongly suppresses differentiation of preadipocytes to mature adipocytes (see non-patent document 17). GSK-3 specific inhibitors mimic the Wint10B signal in adipose cells, and particularly stabilize free cytosolic β-catenin to block induction of c/EBPα and PPARγ, thereby inhibiting adipogenesis (see non-patent document 18). These findings have led to expectations for GSK-3 inhibitors as effective agents for treatment of obesity.

β-Catenin is known as a biological substrate of GSK-3. β-Catenin is phosphorylated by GSK-3 and undergoes proteosome-dependent degradation (see non-patent document 19). Since transient β-catenin stabilization is thought to play a role in hair development (see non-patent document 20), this suggests that GSK-3 inhibitors may serve as effective drug agents for alopecia.

In addition, research on fibroblasts from GSK-3β knockout mice has raised the possibility that GSK-3β upregulates activity of transcription factor NFκ-B. (see non-patent document 21). NFκ-B is responsible for cell response to a large number of inflammatory stimuli. It is therefore believed that GSK-3 inhibitors may, through downregulation of NFκ-B activity, serve as effective drug agents for treatment of inflammatory conditions such as deformant arthritis, rheumatism, atopic dermatitis, psoriasis, ulcerative colitis, Crohn's disease, sepsis, generalized inflammatory reaction syndrome, and the like.

The transcription factor NF-AT is dephosphorylated by calcineurin, resulting in a reinforced immune response (see non-patent document 22). GSK-3 instead phosphorylates NF-AT and exports it out of the nucleus, thereby working in a direction to suppress expression of early immune response genes. These findings suggest that GSK-3 inhibitors may serve as effective drug agents promoting immune activation for cancer immunotherapy and the like.

As substances previously known to have GSK-3 inhibiting activity there have been reported hymenialdisine derivatives (see non-patent document 23 and patent document 1), maleinimide derivatives (see non-patent document 24), Paullone derivatives (see non-patent document 25 and patent document 2), purine derivatives (see patent document 3), pyrimidine and pyridine derivatives (see patent document 4), hydroxyflavone derivatives (see patent document 5), pyrimidone derivatives (see patent documents 6, 7, 8, 9, 10, 11, 12 and 13), pyrrole-2,5-dione derivatives (see patent documents 14 and 15), diamino-1,2,4-triazolecarboxylic acid derivatives (see patent document 16), pyrazine derivatives (see patent document 17), bicyclic inhibitors (see patent document 18), indirubin derivatives (see patent document 19), carboxamide derivatives (see patent document 20), peptide inhibitors (see patent document 21), 2,4-diaminothiazole derivatives (see patent document 22), thiadiazolidinedione derivatives (see patent document 23) and aromatic amide derivatives (see patent document 24).

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It is an object of the present invention to provide clinically useful novel compounds with selective and powerful inhibiting action against GSK-3.

DISCLOSURE OF THE INVENTION

As a result of much diligent research directed toward achieving the object stated above, the present inventors have completed the present invention upon discovering that the novel pyrrolo[3,2-d]pyrimidine derivatives represented by formula (I) below and their medically acceptable salts exhibit excellent GSK-3 inhibiting activity.

In other words, the present invention provides (1) A pyrrolo[3,2-d]pyrimidine derivatives represented by the following formula (I), and their medically acceptable salts.

[wherein X represents an oxygen atom or sulfur atom;

-   -   A¹ represents a single bond, or a C₁₋₆ aliphatic hydrocarbon         group with the bonded nitrogen atom and A² being bonded on the         same or different carbon atoms of A¹;     -   A² represents a single bond or a group binding A¹ and G¹ in the         form of A¹-C(═O)-G¹, A¹-C(═O)O-G¹, A¹-C(═O)NR¹⁰¹-G¹,         A¹-C(═S)NR¹⁰²-G¹, A¹-C(═NR¹⁰³)-G¹, A¹-O-G¹, A¹-OC(═O)-G¹,         A¹-NR¹⁰⁴-G¹, A¹-NR¹⁰⁵C(═O)-G¹, A¹-NR¹⁰⁶S(═O)₂-G¹,         A¹-NR¹⁰⁷C(═O)O-G¹, A¹-NR¹⁰⁸C(═O)NR¹⁰⁹-G¹, A¹-NR¹¹⁰C(═S)-G¹,         A¹-NR¹¹¹C(═S)NR¹¹²-G¹, A¹-S-G¹, A¹-S(═O)-G¹, A¹-S(═O)₂-G¹ or         A¹-S(═O)₂NR¹¹³-G¹ (where R¹⁰¹-R¹¹³ each independently represent         hydrogen or a C₁₋₄ aliphatic hydrocarbon group);     -   G¹ represents one group selected from among the following 1) to         4):     -   1) A single bond.     -   2) A substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons and optionally substituted C₁₋₆ aliphatic         hydrocarbons.)     -   3) A substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons and optionally substituted C₁₋₆ aliphatic         hydrocarbons.)     -   4) A substituted or unsubstituted heterocyclic group having in         the ring 1 to 4 atoms selected from the group consisting of         oxygen, nitrogen and sulfur. (As substituents there may be         mentioned one or more selected from the group consisting of         fluorine, chlorine, bromine, iodine, hydroxyl, optionally         substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₁₋₉ aralkoxy, C₂₋₇         acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇         acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally         substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted         C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇         alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆         alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl,         C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆         alicyclic hydrocarbons and optionally substituted C₁₋₆ aliphatic         hydrocarbons.);     -   A³ represents a single bond, or a C₁₋₆ aliphatic hydrocarbon         group having G¹ and A⁴ bonded on the same or different carbon         atoms;     -   A⁴ represents a single bond or a group binding A³ and G² in the         form of A³-C(═O)-G², A³-C(═O)O-G², A³-C(═O)NR¹²¹-G²,         A³-C(═S)NR¹²²-G², A³-C(═NR¹²³)-G², A³-O-G², A³-C(═O)-G²,         A³-NR¹²⁴-G², A³-NR¹²⁵C(═O)-G², A³-NR¹²⁶S(═O)₂-G²,         A³-NR¹²⁷C(═O)O-G², A³-NR¹²⁸C(═O)NR¹²⁹-G², A³-NR¹³⁰C(═S)-G²,         A³-NR¹³¹C(═S)NR¹³²-G², A³-S-G², A³-S(═O)-G², A³-S(═O)₂-G²,         A³-S(═O)₂NR¹³³-G² or A³-S(═O)₂O-G² (where R¹²¹-R¹³³ each         independently represent hydrogen or a C₁₋₄ aliphatic hydrocarbon         group); and     -   G² represents one group selected from among the following 1) to         5):     -   1) Hydrogen;     -   2) A substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₁₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂—, alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)

3) A substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon group. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).)

-   -   4) A substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)     -   5) A substituted or unsubstituted heterocyclic group having in         the ring 1 to 4 atoms selected from the group consisting of         oxygen, nitrogen and sulfur. (As substituents there may be         mentioned one or more selected from the group consisting of         fluorine, chlorine, bromine, iodine, hydroxyl, optionally         substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇         acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇         acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally         substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted         C₁₋₆ alkylamino, optionally substituted C₂₋₁ acylamino, C₂₋₇         alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆         alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl,         C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆         alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)

The above is with the proviso that among the combinations of A¹, A², G¹, A³, A⁴ and G², when A¹ is a single bond, A², G¹, A³ and A⁴ are all single bonds, that among the combinations of A¹, A², G¹, A³, A⁴ and G², when A¹ is not a single bond and G¹ and A³ are both single bonds, the combination including A² and A⁴ is A¹-C(═O)—C(═O)-G² or A¹-C(═O)NR¹⁰¹-O-G², and that among the combinations of G¹, A³, A⁴ and G², when A³ represents a C₁₋₆ aliphatic hydrocarbon group having G¹ and A⁴ bonded on the same or different carbon atoms and G² represents a substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group, A⁴ is not a single bond.

A⁵ represents a single bond, or a group binding the carbon atom of the pyrrole ring to which A⁵ is bonded and R² in the form of R²—NR²⁰¹-pyrrole ring carbon (where R²⁰¹ represents hydrogen or a C₁₋₄ aliphatic hydrocarbon group).

R² represents one group selected from among the following 1) to 6):

-   -   1) Hydrogen.     -   2) Fluorine, chlorine, bromine or iodine.     -   3) A substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)     -   4) A substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₁₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂—, alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)     -   5) A substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)     -   6) A substituted or unsubstituted heterocyclic group having in         the ring 1 to 4 atoms selected from the group consisting of         oxygen, nitrogen and sulfur. (As substituents there may be         mentioned one or more selected from the group consisting of         fluorine, chlorine, bromine, iodine, hydroxyl, optionally         substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇         acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇         acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally         substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted         C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₈         alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆         alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl,         C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆         alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).) The above is with the proviso that among         the combinations of R² and A⁵, when R² is fluorine, chlorine,         bromine or iodine, A⁵ is a single bond.].

-   (2) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to (1), wherein X is an oxygen atom.

-   (3) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to (1), wherein X is a sulfur atom.

-   (4) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (3), wherein A¹ is     —(CH₂)₂—.

-   (5) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (3), wherein A¹ is     —(CH₂)₃—.

-   (6) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-O-G¹.

-   (7) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-OC(═O)-G¹.

-   (8) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NR¹⁰⁴-G¹.

-   (9) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NR¹⁰⁵C(═O)-G¹.

-   (10) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NR¹⁰⁶S(═O)₂-G¹.

-   (11) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NR¹⁰⁷C(═O)O-G¹.

-   (12) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NR¹⁰⁸C(═O)NR¹⁰⁹-G¹.

-   (13) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═O)-G¹.

-   (14) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═O)O-G′.

-   (15) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═O)NR¹⁰¹-G¹.

-   (16) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═S)NR¹⁰²-G¹.

-   (17) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═NR¹⁰³)-G¹.

-   (18) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NR¹¹⁰C(═S)-G¹.

-   (19) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NR¹¹¹C(═S)NR¹¹²-G¹.

-   (20) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-S-G¹.

-   (21) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-S(═O)-G¹.

-   (22) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-S(═O)₂-G¹.

-   (23) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-S(═O)₂NR¹¹³-G¹.

-   (24) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NH-G¹

-   (25) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NHC(═O)-G¹.

-   (26) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NHS(═O)₂-G¹.

-   (27) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A³-A²-G¹     bond in the form of A¹-NHC(═O)O-G¹.

-   (28) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NHC(═O)NH-G¹.

-   (29) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═O)NH-G¹.

-   (30) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═S)NH-G¹.

-   (31) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═NH)-G¹.

-   (32) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-NHC(═S)-G¹.

-   (33) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-S(═O)₂NH-G¹.

-   (34) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A² is a     single bond.

-   (35) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is a     single bond.

-   (36) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is a     substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group.

-   (37) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is a     substituted or unsubstituted C₃₈ alicyclic hydrocarbon group.

-   (38) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is a     substituted or unsubstituted heterocyclic group having in the ring 1     to 4 atoms selected from the group consisting of oxygen, nitrogen     and sulfur atoms.

-   (39) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is an     unsubstituted C₆₋₁₄ aromatic hydrocarbon group.

-   (40) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is an     unsubstituted C₃₋₈ alicyclic hydrocarbon group.

-   (41) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is an     unsubstituted heterocyclic group having in the ring 1 to 4 atoms     selected from the group consisting of oxygen, nitrogen and sulfur     atoms.

-   (42) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is a     substituted C₆₋₁₄ aromatic hydrocarbon group.

-   (43) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is a     substituted C₃₋₈ alicyclic hydrocarbon group.

-   (44) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is a     substituted heterocyclic group having in the ring 1 to 4 atoms     selected from the group consisting of oxygen, nitrogen and sulfur     atoms.

-   (45) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is an     unsubstituted aromatic heterocyclic group having in the ring 1 or 2     atoms selected from the group consisting of oxygen, nitrogen and     sulfur atoms.

-   (46) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is a     substituted aromatic heterocyclic group having in the ring 1 or 2     atoms selected from the group consisting of oxygen, nitrogen and     sulfur atoms.

-   (47) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted furan, unsubstituted pyrrole, unsubstituted     pyrrolidine, unsubstituted thiophene, unsubstituted oxazole,     unsubstituted thiazole, unsubstituted isooxazole, unsubstituted     isothiazole, unsubstituted pyrazole, unsubstituted imidazole,     unsubstituted pyridine, unsubstituted pyrimidine, unsubstituted     pyrazine, unsubstituted benzothiophene, unsubstituted benzofuran,     unsubstituted benzimidazole, unsubstituted indole, unsubstituted     quinoline, unsubstituted isoquinoline, unsubstituted quinazoline,     unsubstituted purine, unsubstituted phthalazine, unsubstituted     cinnoline, unsubstituted 1,8-naphthylidine or unsubstituted     pteridine.

-   (48) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted furan, substituted pyrrole, substituted     pyrrolidine, substituted thiophene, substituted oxazole, substituted     thiazole, substituted isooxazole, substituted isothiazole,     substituted pyrazole, substituted imidazole, substituted pyridine,     substituted pyrimidine, substituted pyrazine, substituted     benzothiophene, substituted benzofuran, substituted benzimidazole,     substituted indole, substituted quinoline, substituted isoquinoline,     substituted quinazoline, substituted purine, substituted     phthalazine, substituted cinnoline, substituted 1,8-naphthylidine or     substituted pteridine.

-   (49) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted benzene.

-   (50) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted benzene.

-   (51) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted thiophene.

-   (52) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted thiophene.

-   (53) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted pyridine.

-   (54) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted pyridine.

-   (55) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted furan.

-   (56) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted furan.

-   (57) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted pyrrole.

-   (58) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted pyrrole.

-   (59) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted thiazole.

-   (60) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted thiazole.

-   (61) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted isooxazole.

-   (62) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted isooxazole.

-   (63) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted pyrazole.

-   (64) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted pyrazole.

-   (65) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted pyrimidine.

-   (66) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted pyrimidine.

-   (67) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent substituted quinazoline.

-   (68) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (6) to (34), wherein G¹ is     divalent unsubstituted quinazoline.

-   (69) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═O)-G¹, and G¹ is divalent unsubstituted     pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine,     homopiperazine, 1,2,3,6-tetrahydropyridine or piperazine, bonded to     A¹-C(═O) through the nitrogen atom.

-   (70) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═O)-G¹, and G¹ is divalent substituted     pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine,     homopiperazine, 1,2,3,6-tetrahydropyridine or piperazine, bonded to     A¹-C(═O) through the nitrogen atom.

-   (71) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═O)-G¹, and G¹ is divalent substituted     piperidine, bonded to A¹-C(═O) through the nitrogen atom.

-   (72) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in-the form of A¹-C(═O)-G¹, and G¹ is divalent unsubstituted     piperidine, bonded to A¹-C(═O) through the nitrogen atom.

-   (73) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═O)-G¹, and G¹ is divalent substituted     piperazine, bonded to A¹-C(═O) through the nitrogen atom.

-   (74) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹     bond in the form of A¹-C(═O)-G¹, and G¹ is divalent unsubstituted     piperazine, bonded to A¹-C(═O) through the nitrogen atom.

-   (75) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (35) to (74), wherein A³ is a     single bond.

-   (76) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (35) to (74), wherein A³ is     —CH₂—.

-   (77) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (35) to (74), wherein A³ is     —(CH₂)₂—.

-   (78) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (35) to (74), wherein A³ is     —(CH₂)₃—.

-   (79) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (75) to (78), wherein A⁴ is a     single bond.

-   (80) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (75) to (78), wherein A³-A⁴-G²     bond in the form of A³-C(═O)O-G².

-   (81) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (75) to (78), wherein A³-A⁴-G²     bond in the form of A³-C(═O)-G².

-   (82) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (75) to (78), wherein A³-A⁴-G²     bond in the form of A³-C(═O)NR¹²1-G².

-   (83) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (75) to 78, wherein A³-A⁴-G²     bond in the form of A³-O-G².

-   (84) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (75) to (78), wherein A³-A⁴-G²     bond in the form of A³-NR¹²⁴-G².

-   (85) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (75) to (78), wherein A³-A⁴-G²     bond in the form of A³-NR¹²⁵C(═O)-G².

-   (86) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (75) to (78), wherein A³-A¹-G²     bond in the form of A³-NR¹²⁶S(═O)₂G².

-   (87) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (75) to (78), wherein A³-A⁴-G²     bond in the form of A³-NR¹²⁰C(═O)O-G^(2.)

-   (88) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (75) to (78), wherein A³-A⁴-G²     bond in the form of A³-NR¹²⁸C(═O)NR¹²⁹-G².

-   (89) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (79) to (88), wherein G² is a     hydrogen atom.

-   (90) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (79) to (88), wherein G² is a     substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group.

-   (91) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (79) to (88), wherein G² is a     substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon group.

-   (92) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (79) to (88), wherein G² is a     substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group.

-   (93) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (79) to (88), wherein G² is a     substituted or unsubstituted heterocyclic group having in the ring 1     to 4 atoms selected from the group consisting of oxygen, nitrogen     and sulfur atoms.

-   (94) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (36) to (74), wherein -A³-A⁴-G²     collectively represent hydrogen.

-   (95) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to any one of (36) to (93), wherein -A³-A⁴-G²     collectively represent a group other than hydrogen.

-   (96) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to (1) or any one of (75) to (94), wherein X     is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-NHC(═O)-G¹, and G¹ is substituted divalent benzene.

-   (97) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to (1) or any one of (75) to (93), wherein X     is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-NHC(═O)-G¹, G¹ is unsubstituted divalent benzene, and A³-A⁴-G²     are collectively a group other than hydrogen.

-   (98) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to (1) or any one of (75) to (94), wherein X     is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-NHC(═O)-G¹, and G¹ is a divalent monocyclic or bicyclic C₂₋₉     aromatic heterocyclic group having in the ring 1 to 3 atoms selected     from the group consisting of oxygen, nitrogen and sulfur atoms.

-   (99) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable     salt thereof according to (1) or any one of (75) to (94), wherein x     is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-NHC(═O)-G¹, and G¹ is a substituted divalent monocyclic or     bicyclic C₂₋₉ aromatic heterocyclic group having in the ring 1 to 3     atoms selected from the group consisting of oxygen, nitrogen and     sulfur atoms.

-   (100) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (1) or any one of (75) to (93),     wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-NHC(═O)-G¹, and G¹ is an unsubstituted divalent monocyclic or     bicyclic C₂₋₉ aromatic heterocyclic group having in the ring 1 to 3     atoms selected from the group consisting of oxygen, nitrogen and     sulfur atoms, and A³-A⁴-G² are collectively a group other than     hydrogen.

-   (101) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (1) or any one of (75) to (94),     wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-NH-G¹, and G¹ is substituted divalent benzene.

-   (102) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (1) or any one of (75) to (93),     wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-NH-G¹, G¹ is unsubstituted divalent benzene, and A³-A⁴-G² are     collectively a group other than hydrogen.

-   (103) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (1) or any one of (75) to (94),     wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-NH-G¹, and G¹ is a substituted divalent monocyclic or bicyclic     C₂₋₉ aromatic heterocyclic group having in the ring 1 to 3 atoms     selected from the group consisting of oxygen, nitrogen and sulfur     atoms.

-   (104) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (1) or any one of (75) to (93),     wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G bond in the form of     A¹-NH-G¹, and G¹ is an unsubstituted divalent monocyclic or bicyclic     C₂₋₉ aromatic heterocyclic group having in the ring 1 to 3 atoms     selected from the group consisting of oxygen, nitrogen and sulfur     atoms, and A³-A⁴-G² are collectively a group other than hydrogen.

-   (105) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (1) or any one of (75) to (94),     wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-C(═O)-G¹, G¹ is a divalent monocyclic C₂₋₉ heterocyclic group     having in the ring 1 or 2 atoms selected from the group consisting     of oxygen, nitrogen and sulfur atoms, and G¹ is bonded to A¹-C(═O)—     through a nitrogen atom.

-   (106) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (1) or any one of (75) to (94),     wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-C(═O)-G¹, G¹ is a substituted divalent monocyclic C₂₋₉     heterocyclic group having in the ring 1 or 2 atoms selected from the     group consisting of oxygen, nitrogen and sulfur atoms, and G¹ is     bonded to A¹-C(═O)— through a nitrogen atom.

-   (107) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (1) or any one of (75) to (93),     wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of     A¹-C(═O)-G¹, G¹ is an unsubstituted divalent monocyclic C₂₋₉     heterocyclic group having in the ring 1 or 2 atoms selected from the     group consisting of oxygen, nitrogen and sulfur, G¹ is bonded to     A¹-C(═O)— through a nitrogen atom, and A³-A⁴-G² are collectively a     group other than hydrogen.

-   (108) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to any one of (1) to (107),     wherein A⁵ is a single bond.

-   (109) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to any one of (1) to (107),     wherein A⁵ is a group binding the carbon atom of the pyrrole ring to     which A⁵ is bonded and R² in the form of R²—NR²⁰¹-pyrrole ring     carbon.

-   (110) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (109), wherein R² is a hydrogen     atom.

-   (111) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (108), wherein R² is fluorine,     chlorine, bromine or iodine.

-   (112) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (108) or (109), wherein R² is a     substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group.

-   (113) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (108) or (109), wherein R² is a     substituted or unsubstituted C₃₋₈ aliphatic hydrocarbon group.

-   (114) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (108) or (109), wherein R² is a     substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group.

-   (115) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to (108) or (109), wherein R² is a     substituted or unsubstituted heterocyclic group having in the ring 1     to 4 atoms selected from the group consisting of oxygen, nitrogen     and sulfur atoms.

-   (116) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to any one of (1) to (107),     wherein R²-A⁵- is substituted or unsubstituted isopropylamino,     substituted or unsubstituted cyclopropylamino, substituted or     unsubstituted cyclopentylamino, substituted or unsubstituted     dimethylamino, substituted or unsubstituted N-methyl-ethylamino,     substituted or unsubstituted N-methyl-2-propenylamino, substituted     or unsubstituted N-methyl-2-propynylamino, substituted or     unsubstituted 1-pyrrolidinyl, substituted or unsubstituted     1-piperazinyl, substituted or unsubstituted 1-piperidino,     substituted or unsubstituted 1-morpholino or substituted or     unsubstituted 1-homopiperidinyl.

-   (117) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to any one of (1) to (107),     wherein R²-A⁵- is substituted or unsubstituted cyclopropyl,     substituted or unsubstituted phenyl, substituted or unsubstituted     furyl, substituted or unsubstituted thienyl, substituted or     unsubstituted pyrrolyl, substituted or unsubstituted pyrazolyl,     substituted or unsubstituted oxazolyl, substituted or unsubstituted     isooxazolyl, substituted or unsubstituted thiazolyl, substituted or     unsubstituted isothiazolyl, substituted or unsubstituted imidazolyl,     substituted or unsubstituted pyridyl, substituted or unsubstituted     pyrazinyl, substituted or unsubstituted pyrimidinyl, substituted or     unsubstituted pyridazinyl, substituted or unsubstituted benzofuranyl     or substituted or unsubstituted benzothiophenyl.

-   (118) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to any one of (1) to (107),     wherein R²-A⁵- is substituted or unsubstituted 2-furyl, substituted     or unsubstituted 2-thienyl, substituted or unsubstituted 2-pyrrolyl,     substituted or unsubstituted 2-imidazolyl, substituted or     unsubstituted 5-imidazolyl, substituted or unsubstituted 2-oxazolyl,     substituted or unsubstituted 5-oxazolyl, substituted or     unsubstituted 5-isooxazolyl, substituted or unsubstituted     2-thiazolyl, substituted or unsubstituted 5-thiazolyl, substituted     or unsubstituted 5-isothiazolyl, substituted or unsubstituted     3-isothiazolyl, substituted or unsubstituted 2-pyridyl, substituted     or unsubstituted 2-pyrimidinyl, substituted or unsubstituted     2-benzofuranyl or substituted or unsubstituted 2-benzothiophenyl.

-   (119) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to any one of (1) to (107),     wherein R²-A⁵- is substituted or unsubstituted 2-furyl, substituted     or unsubstituted 2-thienyl or substituted or unsubstituted     2-pyrrolyl.

-   (120) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to any one of (1) to (107),     wherein R²-A⁵- is 3-methyl(2-furyl), 3-chloro(2-furyl),     3-methyl(2-thienyl), 3-chloro(2-thienyl) or 1-methylpyrrol-2-yl.

-   (121) A pyrrolo[3,2-d]pyrimidine derivative or a medically     acceptable salt thereof according to any one of (1) to (107),     wherein A⁵ is a group binding the carbon atom of the pyrrole ring to     which A⁵ is bonded and R² in the form of R²—NR²⁰¹-pyrrole ring     carbon, and R² is a substituted or unsubstituted heterocyclic group     having in the ring 1 to 4 atoms selected from the group consisting     of oxygen, nitrogen and sulfur atoms.

-   (122) A pharmaceutical composition comprising a     pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt     thereof according to any one of (1) to (121), and a pharmaceutically     acceptable carrier.

-   (123) A GSK-3 inhibitor comprising a pyrrolo[3,2-d]pyrimidine     derivative or a medically acceptable salt thereof according to any     one of (1) to (121).

-   (124) A therapeutic or prophylactic agent for a GSK-3 associated     disease, comprising a pyrrolo[3,2-d]pyrimidine derivative or a     medically acceptable salt thereof according to any one of (1) to     (121).

-   (125) A therapeutic or prophylactic agent according to (124),     wherein said GSK-3 associated disease is selected from the group     consisting of diabetes, diabetes complications, Alzheimer's disease,     neurodegenerative diseases, manic depression, traumatic     encephalopathy, alopecia, inflammatory diseases, cancer and immune     deficiency.

-   (126) A pyrrolo[3,2-d]pyrimidine derivative represented by formula     (II):     [wherein the definitions of A¹, A², A³, A⁴, A⁵, G¹, G² and R² are     the same as for-formula (I) above, and X¹ represents chlorine,     bromine, iodine, C₂₋₁₀ acylthio, C₂₋₈ alkoxymethylthio or C₁₋₈     alkyl- or arylsulfonyloxy).

(127) A pyrrolo[3,2-d]pyrimidine derivative according (126), wherein X¹ is chlorine or trifluoromethanesulfonyloxy.

-   (128) A pyrrolo[3,2-d]pyrimidine derivative represented by formula     (Ic):     [wherein the definitions of A¹, A², A³, A⁴, A⁵, G¹, G², R² and X are     the same as for formula (I) above, and R³ represents C₂₋₁₀ acyl,     C₂₋₁₀ alkoxymethyl or substituted or unsubstituted benzyl].

BEST MODE FOR CARRYING OUT THE INVENTION

In formula (I) above, X represents an oxygen or sulfur atom. That is, the pyrrolo[3,2-d]pyrimidine derivatives of formula (I) above comprise the pyrrolo[3,2-d]pyrimidine derivatives represented by the following formula (Ia):

[wherein the definitions of A¹, A², A³, A⁴, A⁵, G¹, G² and R² have the same definitions as A¹, A², A³, A⁴, A⁵, G¹, G² and R² in formula (I) above] and the following formula (Ib):

[wherein the definitions of A¹, A², A³, A⁴, A⁵, G¹, G² and R² have the same definitions as A¹, A², A³, A⁴, A⁵, G¹ G² and R² in formula (I) above].

X is most preferably sulfur.

In formula (I) above, A¹ represents a single bond or a C₁₋₆ aliphatic hydrocarbon group with the bonded nitrogen atom and A² being bonded on the same or different carbon atoms of A¹. As examples of C₁₋₆ aliphatic hydrocarbon groups for A¹ there may be mentioned methane, ethane, propane, butane, 2-methylpropane, pentane, 2-methylbutane, 2,2-dimethylpropane, hexane, 2-methylpentane, 3-methylpentane, 2,2-dimethylbutane, 2,3-dimethylbutane and 2,2,3-trimethylpropane. As examples of C₁₋₆ aliphatic hydrocarbon groups with the bonded nitrogen atom and A² being bonded on the same or different carbon atoms of A¹, there may be mentioned —CH₂—, —(CH₂)₂—, —(CH₂)₃—, —(CH₂)₄—, —(CH₂)₅—, —(CH₂)₆—, —CH(CH₃)—, —CH(CH₃)CH₂—, —CH(CH₃)CH(CH₃)—, —C(CH₃)₂CH₂—, —CH(CH₃)(CH₂)₂—, —CH₂CH(CH₃)CH₂—, —CH(CH₃)CH(CH₃)CH₂—, —CH(CH₃)CH₂CH(CH₃)—, —CH₂C(CH₃)₂CH₂—, —CH(CH₃)C(CH₃)₂CH₂—, —CH(CH₂CH₃) (CH₂)₂—, —CH₂CH(CH₂CH₃)CH₂—, —CH(CH₂CH₃)CH(CH₃)CH₂—, —CH(CH₃)CH(CH₂CH₃)CH₂—, —CH(CH₂CH₃)CH₂CH(CH₃)—, —CH(CH₃)(CH₂)₃—, —CH₂CH(CH₃)(CH₂)₂—, —CH(CH₃)CH(CH₃) (CH₂)₂—, —CH(CH₃)CH₂CH(CH₃)CH₂—, —CH₂CH(CH₃)CH(CH₃)CH₂—, —CH₂C(CH₃)₂(CH₂)₂—, —CH(CH₃)C(CH₃)₂(CH₂)₂—, —CH(CH₂CH₃) (CH₂)₃—, —CH₂CH(CH₂CH₃)(CH₂)₂—, —CH(CH₃)(CH₂)₄—, —CH₂CH(CH₃)(CH₂)₃— and —(CH₂)₂CH(CH₃)(CH₂)₂—. Preferred among these are —CH₂—, —(CH₂)₂—, —(CH₂)₃—, —(CH₂)₄—, —CH(CH₃)CH₂—, —CH(CH₃)CH(CH₃)—, —CH(CH₃) (CH₂)₂—, —CH₂CH(CH₃)CH₂— and —CH(CH₃)CH(CH₃)CH₂—, with —(CH₂)₂— and —(CH₂)₃— being more preferred and —(CH₂)₂— being especially preferred for A¹.

A² in formula (I) above represents a single bond, or a group binding A¹ and G¹ in the form of A¹-C(═O)-G¹, A¹-C(═O)O-G¹, A¹-C(═O)NR¹¹-G¹, A¹-C(═S)NR¹⁰²-G¹, A¹-C(═NR¹⁰³)-G , A¹-O-G¹, A¹-OC(═O)-G¹, A¹-NR¹⁰⁴-G¹, A¹-NR¹⁰⁵C(═O)-G¹, A¹-NR¹⁰⁶S(═O)₂-G¹, A¹-NR¹⁰⁷C(═O)O-G¹, A¹-NR¹⁰⁸C(═O)NR¹⁰⁹-G¹, A¹-NR¹¹⁰C(═S)-G¹, A¹-NR¹¹¹C(═S)NR¹¹²-G¹, A¹-S-G¹, A¹-S(═O)-G¹, A¹-S(═O)₂-G¹ or A¹-S(═O)₂NR¹¹³-G¹ (where R¹⁰¹-R¹¹³ each independently represent hydrogen or a C₁₋₄ aliphatic hydrocarbon group). As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹⁰¹ when A¹ and G¹ are bonded in the form of A¹-C(═O)NR¹⁰¹-G¹, there may be mentioned methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl, t-butyl, 2-propenyl, 2-butenyl, 3-butenyl, 2-propynyl, 2-butynyl and 3-butynyl. The C₁₋₄ aliphatic hydrocarbon group may be optionally substituted with one or more substituent selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, methoxy, ethoxy, oxo, cyano, carboxyl, carbamoyl, amino, sulfo and phenyl. As preferred examples of R¹⁰¹ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹⁰² when A¹ and G¹ are in the form of A¹-C(═S)NR¹⁰²-G¹, there may be mentioned the same ones as mentioned above for R¹⁰¹. As preferred examples of R¹⁰² there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹⁰³ when A¹ and G¹ are in the form of A¹-C(═NR¹⁰³)-G¹, there may be mentioned the same ones as mentioned above for R¹⁰¹. As preferred examples of R¹⁰³ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹⁰4 when A¹ and G¹ are in the form of A¹-NR¹⁰⁴-G¹, there may be mentioned the same ones as mentioned above for R¹⁰¹. As preferred examples of R¹⁰⁴ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹⁰⁵ when A¹ and G¹ are in the form of A²-NR¹⁰⁵C(═O)-G¹, there may be mentioned the same ones as mentioned above for R¹¹⁰. As preferred examples of R¹⁰⁵ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹⁰⁶ when A¹ and G¹ are in the form of A—NR¹⁰⁶S(═O)₂-G¹, there may be mentioned the same ones as mentioned above for R¹⁰¹. As preferred examples of R¹⁰⁶ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹⁰⁷ when A¹ and G¹ are in the form of A¹-NR¹⁰⁷C(═O)O-G¹, there may be mentioned the same ones as mentioned above for R¹⁰¹. As preferred examples of R¹⁰⁷ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹⁰⁸ and R¹⁰⁹ when A¹ and G¹ are in the form of A¹-NR¹⁰⁸C(═O)NR¹⁰⁹-G¹, there may be mentioned the same ones as mentioned above for R¹⁰¹. As preferred examples of R¹⁰⁸ and R¹⁰⁹ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹¹⁰ when A¹ and G¹ are in the form of A¹-NR¹¹⁰C(═S)-G¹, there may be mentioned the same ones as mentioned above for R¹⁰¹. As preferred examples of R¹¹⁰ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹¹¹ and R¹¹² when A¹ and G¹ are in the form of A¹-NR¹¹¹C(═S)NR¹¹²-G¹, there may be mentioned the same ones as mentioned above for R¹⁰¹. As preferred examples of R¹¹¹ and R¹¹² there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹¹³ when A¹ and G¹ are in the form of A¹-S(═O)₂NR¹¹³-G¹, there may be mentioned the same ones as mentioned above for R¹⁰¹. As preferred examples of R¹¹³ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As preferred examples of A² there may be mentioned groups such that A¹ and G¹ are bonded in the form of A¹-C(═O)-G¹, A¹-C(═O)NR¹⁰¹-G¹, A¹-O-G₁, A¹-NR¹⁰⁴-G¹, A¹-NR¹⁰⁵C(═O)-G¹, A¹-NR¹⁰⁹C(═O)NR¹⁰⁹-G¹, A¹-NR¹¹⁰C(═S)-G¹ and A¹-NR¹¹¹C(═S)NR¹¹²-G¹, with A¹-C(═O)-G¹, A¹-C(═O)NR¹⁰¹G¹, A¹-NR¹⁰⁴-G¹, A¹-NR¹⁰⁵C(═O)-G¹ and A¹-NR¹¹⁰C(═S)-G¹ being particularly preferred (wherein R¹⁰¹, R¹⁰⁴, R¹⁰⁵, R¹⁰⁸, R¹⁰⁹, R¹¹⁰, R¹¹¹ and R¹¹² have the same definitions as above). As even more preferred groups among these there may be mentioned those such that A¹ and G¹ are bonded in the form of A¹-C(═O)-G¹, A¹-NHC(═O)-G¹ and A¹-NH-G¹. These bonding forms mentioned as preferred and more preferred examples of A² are even more preferably combined with a structure of formula (I) above wherein X is sulfur and A¹ is —(CH₂)₂—.

In formula (I), A³ represents a single bond, or a C₁₋₆ aliphatic hydrocarbon group having G¹ and A⁴ bonded on the same or different carbon atoms. As examples of C₁₋₆ aliphatic hydrocarbon groups for A³ there may be mentioned the same ones as mentioned above for A¹, as well as —CH═CH—, —C(CH₃)═CH—, —C(CH₃)═C(CH₃)—, —C(CH₂CH₃)═CH—, —C(CH₂CH₃)═C(CH₃)—, —C(CH₂CH₃)═C(CH₂CH₃)—, —C(CH₂CH₂CH₃)═CH—, C(CH₂CH₂CH₃)═C(CH₃)—, —CH═CHCH₂—, —C(CH₃)═CHCH₂—, —CH═C(CH₃)CH₂—, —CH═CHCH(CH₃)—, —C(CH₃)═C(CH₃)CH₂—, —C(CH₃)═CHCH(CH₃)—, —C(CH₃)═C(CH₃)CH(CH₃)—, —C(CH₃)═CHC(CH₃)₂—, —C(CH₂CH₃)═CHCH₂—, —CH═C(CH₂CH₃)CH₂—, —CH═CHCH(CH₂CH₃)—, —C(CH₂CH₃)═C(CH₃)CH₂—, —C(CH₂CH₃)═CHCH(CH₃)—, —C(CH₃)═C(CH₂CH₃)CH₂—, —CH═C(CH₂CH₃)CH(CH₃)—, —CH═CHCH(CH₂CH₃)—, —C(CH₃)═CHCH(CH₂CH₃)—, —CH═C(CH₃)CH(CH₂CH₃)—, —CH═CH(CH₂)₂—, —C(CH₃)═CH(CH₂)₂—, —CH═C(CH₃)(CH₂)₂—, —CH═CHC(CH₃)CH₂—, —CH═CHCH₂CH(CH₃)—, —C(CH₃)═C(CH₃)(CH₂)₂—, —C(CH₃)═CHCH(CH₃)CH₂—, —C(CH₃)═CHCH₂CH(CH₃)—, —CH₂CH═CHCH₂—, —CH(CH₃)CH═CHCH₂—, —CH₂C(CH₃)═CHCH₂—, —CH(CH₃)C(CH₃)═CHCH₂—, —CH(CH₃)CH═CHCH(CH₃)—, —CH(CH₃)CH═C(CH₃)CH₂—, —CH₂C(CH₃)═C(CH₃)CH₂—, —CH(CH₂CH₃)CH═CHCH₂— and —CH₂C(CH₂CH₃)═CHCH₂—. As preferred examples of A³ there may be mentioned a single bond, —CH₂—, —(CH₂)₂—, —(CH₂)₃—, —(CH₂)₄—, —CH(CH₃)CH₂—, —CH(CH₃)CH(CH₃)—, —CH(CH₃)(CH₂)₂—, —CH═CH— and —CH═CHCH₂—. As particularly preferred groups there may be mentioned a single bond, —CH₂—, —(CH₂)₂— and —(CH₂)₃—.

In formula (I), A⁴ represents a single bond or a group binding A³ and G in the form of A³-C(═O)-G 2, A³-C(═O)O-G², A³-C(═O)NR¹²¹-G², A³-C(═S)NR¹²²-G², A³-C(═NR¹²³)-G², A³-O-G², A³-OC(═O)-G², A³-NR¹²⁴-G², A³-NR¹²⁵C(═O)-G², A³-NR¹²⁶S(═O)₂-G², A³-NR¹²⁷C(═O)O-G², A³-NR¹²⁸C(═O)NR¹²⁹-G², A³-NR¹³⁰C(═S)-G², A³-NR¹³¹C(═S)NR¹³²-G², A³-S-G², A³-S(═O)-G², A³-S(═O)₂-G², A³-S(═O)₂NR¹³³-G² (where R¹²¹-R¹³³ each independently represent hydrogen or a C₁₋₄ aliphatic hydrocarbon group), or A³-S(═O)₂O-G². As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹²¹ when A³ and G² are bonded in the form of A³-C(═O)NR¹²¹-G², there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹²¹ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹²² when A³ and G² are bonded in the form of A³-C(═S)NR¹²²-G², there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹²² there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹²³ when A³ and G² are bonded in the form of A³-C(═NR¹²³)-G², there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹²³ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹²⁴ when A³ and G² are bonded in the form of A³-NR¹²⁴-G², there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹²⁴ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹²⁵ when A³ and G² are bonded in the form of A³-NR¹²⁵C(═O)-G², there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹²⁵ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹²⁶ when A³ and G² are bonded in the form of A³-NR¹²⁶S(═O)₂-G², there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹²⁶ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹²⁷ when A³ and G² are bonded in the form of A³-NR¹²⁷C(═O)O-G², there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹²⁷ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹²⁸ and R¹²⁹ when A³ and G² are bonded in the form of A³-NR¹²⁸C(═O)NR¹²⁹-G², there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹²⁸ and R¹²⁹ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹³⁰ when A³ and G² are bonded in the form of A³-NR¹³⁰C(═S)-G², there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹³⁰ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹³¹ and R¹³² when A³ and G² are bonded in the form of A³-NR¹³¹C(═S)NR¹³²-G² there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹³¹ and R¹³² there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As examples of C₁₋₄ aliphatic hydrocarbon groups for R¹³³ when A³ and G² are bonded in the form of A³-S(═O)₂NR¹³³-G², there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples of R¹³³ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen being particularly preferred. As preferred groups for A⁴ there may be mentioned a single bond, and groups such that A³ and G² are bonded in the form of A³-C(═O)-G², A³-C(═O)O-G², A³-C(═O)NR¹²¹-G², A³-O-G², A³-NR¹²⁴-G², A³-NR¹²⁵C(═O)-G², A³-S(═O)_(2-G) ² and A³-S(═O)₂O-G² (wherein R¹²¹, R¹²⁴ and R¹²⁵ are as defined above).

In formula (I) above, G¹ represents one group selected from among the following 1) to 4):

-   -   1) A single bond.     -   2) A substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons and optionally substituted C₁₋₆ aliphatic         hydrocarbons.)     -   3) A substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons and optionally substituted C₁₋₆ aliphatic         hydrocarbons.)     -   4) A substituted or unsubstituted heterocyclic group having in         the ring 1 to 4 atoms selected from the group consisting of         oxygen, nitrogen and sulfur. (As substituents there may be         mentioned one or more selected from the group consisting of         fluorine, chlorine, bromine, iodine, hydroxyl, optionally         substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇         acyloxy, oxo, C₁I₆ alkylsulfonyloxy, optionally substituted C₂₋₇         acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally         substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted         C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₉         alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆         alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl,         C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆         alicyclic hydrocarbons and optionally substituted C₁₋₆ aliphatic         hydrocarbons.)

As examples of preferred C₃₋₈ alicyclic hydrocarbon groups when G¹ in formula (I) is a substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon group, there may be mentioned divalent groups such as cyclopropane, cyclobutane, cyclopentane, cyclopentene, cyclohexane, cyclohexene, cycloheptane, cycloheptene, cyclooctane, bicyclo(2.2.1]heptane, bicyclo[2.2.1]heptene, bicyclo[3.1.1]heptane and bicyclo[2.2.2]octane. As preferred C₃₋₈ alicyclic hydrocarbon groups for G¹ there may be mentioned divalent C₃₋₆ monocyclic alicyclic hydrocarbon groups such as cyclopropane, cyclopentane and cyclohexane.

As substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for G¹ there may be mentioned fluorine, chlorine, bromine, iodine, hydroxyl, C₁₋₇ alkoxy groups composed of linear or branched alkyl or cycloalkyl groups and oxy groups, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy, isopentyloxy, neopentyloxy, t-pentyloxy, hexyloxy, isohexyloxy, 2-methylpentyloxy, 1-ethylbutoxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylmethyloxy, cyclopropylethyloxy, cyclopentylmethyloxy and cyclohexylmethyloxy; C₆₋₁₀ aryloxy groups such as phenoxy, 1-naphthoxy and 2-naphthoxy; C₇₋₉ aralkoxy groups such as benzyloxy, α-phenethyloxy, β-phenethyloxy and phenylpropyloxy; C₂₋₇ acyloxy groups such as acetoxy, propionyloxy, butyryloxy, isobutyryloxy, valeryloxy, isovaleryloxy, pivaloyloxy and hexanoyloxy; oxo; C₁₋₆ alkylsulfonyloxy groups composed of linear or branched alkyl and sulfonyloxy groups, such as methylsulfonyloxy, ethylsulfonyloxy, propylsulfonyloxy, butylsulfonyloxy and t-butylsulfonyloxy; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl, isovaleryl, pivaloyl and hexanoyl; carboxyl; C₂₋₇ alkoxycarbonyl groups composed of linear or branched alkyl and oxycarbonyl groups, such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl, s-butoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups composed of linear or branched alkyl or cycloalkyl groups and carbamoyl groups, such as N-methylcarbamoyl, N-ethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-isobutylcarbamoyl, N-s-butylcarbamoyl, N-t-butylcarbamoyl, N-pentylcarbamoyl, N-cyclopropylcarbamoyl, N-cyclobutylcarbamoyl, N-cyclopentylcarbamoyl, N-cyclohexylcarbamoyl, N-cycloheptylcarbamoyl, N-cyclopropylmethylcarbamoyl, N,N-dimethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl and N,N-dipropylcarbamoyl; amino; C₁₋₆ alkylamino groups composed of linear or branched alkyl or cycloalkyl groups and amino groups, such as methylamino, ethylamino, propylamino, isopropylamino, butylamino, isobutylamino, s-butylamino, t-butylamino, pentylamino, hexylamino, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, cyclopropylmethylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, N-methylbutylamino, N-methyl-t-butylamino, N-ethylisopropylamino, dipropylamino, diisopropylamino and ethylbutylamino; C₂₋₇ acylamino groups such as acetylamino, propionylamino, butyrylamino, isobutyrylamino, valerylamino and hexanoylamino; C₂₋₈ alkoxycarbonylamino groups such as methoxycarbonylamino, ethoxycarbonylamino and t-butoxycarbonylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, butylsulfonylamino and t-butylsulfonylamino; cyano; nitro; C₁₋₆ alkylthio groups such as methylthio, ethylthio, propylthio, isopropylthio, butylthio, isobutylthio, s-butylthio, t-butylthio, pentylthio and hexylthio; C₁₋₆ alkylsulfinyl groups composed of linear or branched alkyl or cycloalkyl groups and sulfinyl groups, such as methylsulfinyl, ethylsulfinyl, propylsulfinyl, isopropylsulfinyl, butylsulfinyl, isobutylsulfinyl, s-butylsulfinyl, t-butylsulfinyl, pentylsulfinyl and cyclopentylsulfinyl; C₁₋₆ alkylsulfonyl groups composed of linear or branched alkyl groups or cycloalkyl groups and sulfonyl groups, such as methylsulfonyl, ethylsulfonyl, propylsulfonyl, isopropylsulfonyl, butylsulfonyl, isobutylsulfonyl, s-butylsulfonyl, t-butylsulfonyl, pentylsulfonyl, hexylsulfonyl, cyclopentylsulfonyl and cyclohexylsulfonyl; sulfo; sulfamoyl; C₁₋₆ aminosulfonyl groups composed of linear or branched alkyl or cycloalkyl groups and aminosulfonyl groups, such as methylaminosulfonyl, ethylaminosulfonyl, propylaminosulfonyl, isopropylaminosulfonyl, butylaminosulfonyl, isobutylaminosulfonyl, s-butylaminosulfonyl, pentylaminosulfonyl, dimethylaminosulfonyl, N-ethyl-N-methylaminosulfonyl, diethylaminosulfonyl, dipropylaminosulfonyl, cyclopropylaminosulfonyl, cyclopentylaminosulfonyl, cyclohexylaminosulfonyl and cyclopropylmethylaminosulfonyl; C₃₋₆ alicyclic hydrocarbons such as cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; and linear or branched C₁₋₆ aliphatic hydrocarbon groups optionally containing one unsaturated bond, such as methyl, ethyl, vinyl, ethynyl, propyl, 1-propenyl, 2-propenyl, isopropyl, isopropenyl, 1-propynyl, 2-propynyl, butyl, isobutyl, s-butyl, t-butyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-butynyl, 2-butynyl, pentyl, isopentyl, neopentyl, t-pentyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, hexyl, 5-hexenyl, 4-methyl-3-pentenyl, isohexyl, 2-methylpentyl and 1-ethylbutyl.

The term “alkyl” according to the invention refers to linear or branched saturated aliphatic hydrocarbon groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, isopropyl, isobutyl, s-butyl, t-butyl, isopentyl, neopentyl, t-pentyl and isohexyl.

The term “cycloalkyl” according to the invention refers to saturated alicyclic hydrocarbon groups such as cyclopropyl, cyclobutyl and cyclohexyl.

The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon and C₁₋₆ aliphatic hydrocarbon groups as substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for G¹ may be in turn substituted with one or more substituents selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl; C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formyl; trifluoroacetyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₁₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; C₁₋₇ acylamino groups such as trifluoroacetylamino, formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro; and cyano.

As examples of C₆₋₁₄ aromatic hydrocarbon groups when G¹ of formula (I) represents a substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group, there may be mentioned divalent groups having at least one aromatic ring in the molecule, such as benzene, indene, indane, naphthalene, 1,2-dihydronaphthalene, 1,2,3,4-tetrahydronaphthalene, azulene, acenaphthylene, acenaphthene, fluorene, phenanthrene and anthracene. As preferred examples of C₆₋₄ aromatic hydrocarbon groups for G¹, there may be mentioned divalent benzene, naphthalene and indane. Divalent benzene may be mentioned as the most preferred examples of a C₆₋₁₄ aromatic hydrocarbon group for G¹.

As substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G¹, there may be mentioned fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbon groups and optionally substituted C₁₋₆ aliphatic hydrocarbon groups.

The definitions of the substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G¹ are the same as the definitions of the substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for G¹. As specific examples of substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G¹, there may be mentioned the same specific substituents mentioned above for the substituted C₃—, alicyclic hydrocarbon groups for G¹.

The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon and C₁₋₆ aliphatic hydrocarbon groups as substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G¹ may be in turn substituted with one or more substituents selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl; C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formyl; trifluoroacetyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₄₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; C₁₋₇ acylamino groups such as trifluoroacetylamino, formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro; and cyano.

As preferred examples of substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G¹, there may be mentioned fluorine; chlorine; bromine; C₁₋₆ alkoxy groups composed of linear or branched alkyl groups and oxy groups, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy, isopentyloxy, neopentyloxy, t-pentyloxy and hexyloxy; cyano; nitro; carboxyl; hydroxyl; amino; C₁₋₆ mono or dialkylamino groups composed of linear or branched alkyl and amino groups, such as methylamino, ethylamino, propylamino, isopropylamino, butylamino, isobutylamino, s-butylamino, t-butylamino, pentylamino, hexylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, N-methylbutylamino, N-methyl-t-butylamino, N-ethylisopropylamino, dipropylamino, diisopropylamino and ethylbutylamino; carbamoyl; aminosulfonyl; C₃₋₆ alicyclic hydrocarbon groups such as cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, pivaloyl and hexanoyl; C₁₋₆ alkylthio groups such as methylthio, ethylthio, propylthio, isopropylthio, butylthio, isobutylthio, s-butylthio, t-butylthio, pentylthio and hexylthio; C₁₋₆ alkylsulfonyl groups such as methylsulfonyl, ethylsulfonyl, propylsulfonyl, isopropylsulfonyl, butylsulfonyl, isobutylsulfonyl, s-butylsulfonyl, t-butylsulfonyl, pentylsulfonyl and hexylsulfonyl; C₂₋₇ alkoxycarbonyl groups such as acetoxy, propionyloxy, butyryloxy, isobutyryloxy, valeryloxy, isovaleryloxy, pivaloyloxy and hexanoyloxy; C₂₋₇ acylamino groups such as acetylamino, propionylamino, butyrylamino, isobutyrylamino, valerylamino and hexanoylamino; trifluoromethyl; trifluoromethoxy; and linear or branched C₁₋₆ aliphatic hydrocarbon groups optionally containing one unsaturated bond, such as methyl, ethyl, vinyl, ethynyl, propyl, 1-propenyl, 2-propenyl, isopropyl, isopropenyl, 1-propynyl, 2-propynyl, butyl, isobutyl, s-butyl, t-butyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-butynyl, 2-butynyl, pentyl, isopentyl, neopentyl, t-pentyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, hexyl, 5-hexenyl, 4-methyl-3-pentenyl, isohexyl, 2-methylpentyl and 1-ethylbutyl.

As more preferred examples of substituents for substituted C₆₋₁₄ aromatic hydrocarbon groups for G¹ among these groups, there may-be mentioned fluorine, chlorine, bromine, C₁₋₆ alkoxy, cyano, nitro, carboxyl, hydroxyl, amino, C₁₋₆ mono or dialkylamino, carbamoyl, C₃₋₆ alicyclic hydrocarbons, C₂₋₇ acyl, C₁₋₆ alkylsulfonyl, C₂₋₇ alkoxycarboxyl, trifluoromethyl, trifluoromethoxy and C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl, t-butyl, pentyl, isopentyl, neopentyl, t-pentyl, hexyl, isohexyl, 2-methylpentyl and 1-ethylbutyl, and as particularly preferred examples of substituents, there may be mentioned fluorine, chlorine, C₁₋₆ alkoxy, cyano, nitro, carboxyl, hydroxyl, amino, C₁₋₆ mono or dialkylamino, C₃₋₆ alicyclic hydrocarbons, C₂₋₇ acyl, trifluoromethyl, trifluoromethoxy and saturated C₁₋₆ alkyl groups

As examples of heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur, when G¹ in formula (I) represents a substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur, there may be mentioned divalent monocyclic, bicyclic or tricyclic aromatichetero-cyclic groups such as furan, thiophene, pyrrole, pyrroline, pyrrolidine, oxazole, oxazolidine, isooxazole, isooxazolidine, thiazole, thiazolidine, isothiazole, isothiazolidine, furazan, imidazole, imidazoline, imidazolidine, pyrazole, pyrazoline, pyrazolidine, triazole, thiadiazole, oxadiazole, tetrazole, pyran, tetrahydropyran, thiopyran, tetrahydrothiopyran, tetrahydrofuran, 1,3-dioxolane, 1,4-dioxane, pyridine, pyrazine, pyrimidine, pyridazine, benzofuran, dibenzofuran, 1,4-dioxacycloheptane, benzothiophene, indole, 1,2-methylenedioxybenzene, benzimidazole, benzothiazole, benzoxazole, chromane, isochromane, quinoline, decahydroquinoline, isoquinoline, phthalazine, cinnoline, 1,8-naphthylidine, 1,2,3,4-tetrahydroisoquinoline, quinazoline, quinoxaline, purine, pteridine, azetidine, morpholine, thiomorpholine, piperidine, homopiperidine, piperazine, homopiperazine, indoline, isoindoline, phenoxazine, phenazine, phenothiazine, pyrrolopyrimidine, pyrazolopyrimidine and quinuclidine.

As preferred examples of heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G¹, there may be mentioned divalent monocyclic or bicyclic C₂₋₉ aromatic heterocyclic groups having in the ring 1 to 3 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as furan, pyrrole, thiophene, pyrazole, oxazole, thiazole, isooxazole, isothiazole, pyrazole, imidazole, pyridine, pyrimidine, pyrazine, pyridazine, benzothiophene, benzofuran, 1,2-methylenedioxybenzene, benzimidazole, indole, quinoline, isoquinoline, quinazoline, phthalazine, cinnoline, and 1,8-naphthylidine, or divalent monocyclic C₂₋₉ heterocyclic groups having in the ring 1 to 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridine, and piperazine.

A heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G¹ bonds to A² at a carbon atom or nitrogen atom.

As preferred examples of heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur, which bond to A² at a carbon atom, there may be mentioned divalent monocyclic or bicyclic C₃-g aromatic heterocyclic groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as furan, pyrrole, thiophene, pyrazole, oxazole, thiazole, isooxazole, isothiazole, pyrazole, imidazole, pyridine, pyrimidine, pyrazine, pyridazine, benzothiophene, benzofuran, 1,2-methylenedioxybenzene, benzimidazole, indole, quinoline, isoquinoline and quinazoline.

As preferred examples of heterocyclic groups having in the ring 0.1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur which bond to A² at a nitrogen atom, there may be mentioned divalent monocyclic C₂₋₉ heterocyclic groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridine and piperazine. As preferred examples of divalent monocyclic C₂₋₉ heterocyclic groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, there may be mentioned piperidine, homopiperidine, morpholine, homopiperazine and piperazine.

As substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G¹, there may be mentioned fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbon groups and optionally substituted C₁₋₆ aliphatic hydrocarbon groups.

The definitions of the substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G¹ are the same as the definitions of the substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for G¹. As specific examples of substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group-consisting of oxygen, nitrogen and sulfur for G¹, there may be mentioned the same specific substituents mentioned above for the substituted C₃₋₈ alicyclic hydrocarbon groups for G¹.

The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon and C₁₋₆ aliphatic hydrocarbon groups as substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G¹ may be in turn substituted with one or more substituents selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl; C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formyl; trifluoroacetyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₄₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; C₁₋₇ acylamino groups such as trifluoroacetylamino, formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro; and cyano.

As preferred examples of substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G¹, there may be mentioned fluorine; chlorine; bromine; C₁₋₆ alkoxy groups composed of linear or branched alkyl groups and oxy groups, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy, isopentyloxy, neopentyloxy, t-pentyloxy and hexyloxy; cyano; nitro; carboxyl; hydroxyl; amino; C₁₋₆ mono or dialkylamino groups composed of linear or branched alkyl and amino groups, such as methylamino, ethylamino, propylamino, isopropylamino, butylamino, isobutylamino, s-butylamino, t-butylamino, pentylamino, hexylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, N-methylbutylamino, N-methyl-t-butylamino, N-ethylisopropylamino, dipropylamino, diisopropylamino and ethylbutylamino; carbamoyl; aminosulfonyl; C₃₋₆ alicyclic hydrocarbon groups such as cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, pivaloyl and hexanoyl; C₁₋₆ alkylthio groups such as methylthio, ethylthio, propylthio, isopropylthio, butylthio, isobutylthio, s-butylthio, t-butylthio, pentylthio and hexylthio; C₁₋₆ alkylsulfonyl groups such as methylsulfonyl, ethylsulfonyl, propylsulfonyl, isopropylsulfonyl, butylsulfonyl, isobutylsulfonyl, s-butylsulfonyl, t-butylsulfonyl, pentylsulfonyl and hexylsulfonyl; C₂₋₇ alkoxycarbonyl groups such as acetoxy, propionyloxy, butyryloxy, isobutyryloxy, valeryloxy, isovaleryloxy, pivaloyloxy and hexanoyloxy; C₂₋₇ acylamino groups such as acetylamino, propionylamino, butyrylamino, isobutyrylamino, valerylamino and hexanoylamino; trifluoromethyl; trifluoromethoxy; and linear or branched C₁₋₆ aliphatic hydrocarbon groups optionally containing one unsaturated bond, such as methyl, ethyl, vinyl, ethynyl, propyl, 1-propenyl, 2-propenyl, isopropyl, isopropenyl, 1-propynyl, 2-propynyl, butyl, isobutyl, s-butyl, t-butyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-butynyl, 2-butynyl, pentyl, isopentyl, neopentyl, t-pentyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, hexyl, 5-hexenyl, 4-methyl-3-pentenyl, isohexyl, 2-methylpentyl and 1-ethylbutyl.

As more preferred examples of substituents for substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G¹ among these groups, there may be mentioned fluorine, chlorine, bromine, C₁₋₆ alkoxy, cyano, nitro, carboxyl, hydroxyl, amino, C₁₋₆ mono or dialkylamino, carbamoyl, C₃₋₆ alicyclic hydrocarbons, C₂₋₇ acyl, C₁₋₆ alkylsulfonyl, C₂₋₇ alkoxycarboxyl, trifluoromethyl, trifluoromethoxy and saturated C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl, t-butyl, pentyl, isopentyl, neopentyl, t-pentyl, hexyl, isohexyl, 2-methylpentyl and 1-ethylbutyl, and as the particularly preferred example of substituents, there may be mentioned fluorine, chlorine, C₁₋₆ alkoxy, cyano, nitro, carboxyl, hydroxyl, amino, C₁₋₆ mono or dialkylamino, C₃₋₆ alicyclic hydrocarbons, C₂₋₇ acyl, trifluoromethyl, trifluoromethoxy and C₁₋₆ alkyl groups.

As preferred examples for G¹, there may be mentioned a benzene, a divalent monocyclic or bicyclic C₃₋₉ aromatic heterocyclic group having in the ring 1 to 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, and a divalent monocyclic C₂₋₉ heterocyclic group having in the ring 1 to 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur. A divalent monocyclic or bicyclic C₃₋₉ aromatic heterocyclic group having in the ring 1 to 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur may be mentioned as a particularly preferred example for G¹.

G² in formula (I) above represents one group selected from among the following 1) to 5):

-   -   1) Hydrogen;     -   2) A substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)     -   3) A substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₈         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)     -   4) A substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂—, alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)     -   5) A substituted or unsubstituted heterocyclic group having in         the ring 1 to 4 atoms selected from the group consisting of         oxygen, nitrogen and sulfur. (As substituents there may be         mentioned one or more selected from the group consisting of         fluorine, chlorine, bromine, iodine, hydroxyl, optionally         substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇         acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇         acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally         substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted         C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇         alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆         alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl,         C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆         alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).

As examples of C₁₋₁₀ aliphatic hydrocarbon groups for G² when G² in formula (I) represents a substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group, there may be mentioned alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl, t-butyl, pentyl, isopentyl, neopentyl, t-pentyl, 2-methylpentyl, 4-methylpentyl, 1-ethylbutyl, hexyl, heptyl, 2-methylhexyl, 5-methylhexyl, 1,1-dimethylpentyl, 6-methylheptyl, octyl, nonyl and decyl; alkenyl groups such as vinyl, 1-methylvinyl, 1-ethylvinyl, 1-propenyl, 2-propenyl, 2-methyl-1-propenyl, 1-butenyl, 2-butenyl, 2-methyl-1-butenyl, 1,3-butadienyl, 1-pentenyl, 2-pentenyl, 4-methyl-1-pentenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1,5-hexadienyl, 2-heptenyl, 2-octenyl, 2-nonenyl and 2-decenyl; and alkynyl groups such as ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 3-methyl-1-butynyl, 3,3-dimethyl-1-butynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 1-methyl-3-pentynyl, 1-methyl-3-hexynyl, 2-heptynyl, 2-octynyl, 2-nonynyl, 2-decynyl.

As preferred C₁₋₁₀ aliphatic hydrocarbon groups for G², there may be mentioned linear or branched C₁₋₆ alkyl groups optionally containing 1 unsaturated bond, such as methyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl, vinyl, 1-propenyl, 1-butenyl, ethynyl and 1-propynyl, and as particularly preferred groups there may be mentioned linear or branched C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl and hexyl.

As substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G², there may be mentioned fluorine, chlorine, bromine, iodine, hydroxyl, C₁₋₇ alkoxy groups composed of linear or branched alkyl or cycloalkyl groups and oxy groups, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy, isopentyloxy, neopentyloxy, t-pentyloxy, hexyloxy, isohexyloxy, 2-methylpentyloxy, 1-ethylbutoxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylmethyloxy, cyclopropylethyloxy, cyclopentylmethyloxy and cyclohexylmethyloxy; C₆₋₁₀ aryloxy groups such as phenoxy, 1-naphthoxy and 2-naphthoxy; C₇₋₉ aralkoxy groups such as benzyloxy, α-phenethyloxy, β-phenethyloxy and phenylpropyloxy; C₂₋₇ acyloxy groups such as acetoxy, propionyloxy, butyryloxy, isobutyryloxy, valeryloxy, isovaleryloxy, pivaloyloxy and hexanoyloxy; oxo; C₁₋₆ alkylsulfonyloxy groups composed of linear or branched alkyl groups and sulfonyloxy groups, such as methylsulfonyloxy, ethylsulfonyloxy, propylsulfonyloxy, butylsulfonyloxy and t-butylsulfonyloxy; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl, isovaleryl, pivaloyl and hexanoyl; carboxyl; C₂₋₇ alkoxycarbonyl groups composed of linear or branched alkyl groups and oxycarbonyl groups, such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl, s-butoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups composed of linear or branched alkyl or cycloalkyl groups and carbamoyl groups, such as N-methylcarbamoyl, N-ethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-isobutylcarbamoyl, N-s-butylcarbamoyl, N-t-butylcarbamoyl, N-pentylcarbamoyl, N-cyclopropylcarbamoyl, N-cyclobutylcarbamoyl, N-cyclopentylcarbamoyl, N-cyclohexylcarbamoyl, N-cycloheptylcarbamoyl, N-cyclopropylmethylcarbamoyl, N,N-dimethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl and N,N-dipropylcarbamoyl; amino; C₁₋₆ alkylamino groups composed of linear or branched alkyl or cycloalkyl groups and amino groups, such as methylamino, ethylamino, propylamino, isopropylamino, butylamino, isobutylamino, s-butylamino, t-butylamino, pentylamino, hexylamino, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, cyclopropylmethylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, N-methylbutylamino, N-methyl-t-butylamino, N-ethylisopropylamino, dipropylamino, diisopropylamino and ethylbutylamino; C₂₋₇ acylamino groups such as acetylamino, propionylamino, butyrylamino, isobutyrylamino, valerylamino and hexanoylamino; C₂₋₈ alkoxycarbonylamino groups such as methoxycarbonylamino, ethoxycarbonylamino and t-butoxycarbonylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, butylsulfonylamino and t-butylsulfonylamino; cyano; nitro; C₁₋₆ alkylthio groups such as methylthio, ethylthio, propylthio, isopropylthio, butylthio, isobutylthio, s-butylthio, t-butylthio, pentylthio and hexylthio; C₁₋₆ alkylsulfinyl groups composed of linear or branched alkyl or cycloalkyl groups and sulfinyl groups, such as methylsulfinyl, ethylsulfinyl, propylsulfinyl, isopropylsulfinyl, butylsulfinyl, isobutylsulfinyl, s-butylsulfinyl, t-butylsulfinyl, pentylsulfinyl and cyclopentylsulfinyl; C₁₋₆ alkylsulfonyl groups composed of linear or branched alkyl or cycloalkyl groups and sulfonyl groups, such as methylsulfonyl, ethylsulfonyl, propylsulfonyl, isopropylsulfonyl, butylsulfonyl, isobutylsulfonyl, s-butylsulfonyl, t-butylsulfonyl, pentylsulfonyl, hexylsulfonyl, cyclopentylsulfonyl and cyclohexylsulfonyl; sulfo; sulfamoyl; C₁₋₆ aminosulfonyl groups composed of linear or branched alkyl or cycloalkyl groups and aminosulfonyl groups, such as methylaminosulfonyl, ethylaminosulfonyl, propylaminosulfonyl, isopropylaminosulfonyl, butylaminosulfonyl, isobutylaminosulfonyl, s-butylaminosulfonyl, pentylaminosulfonyl, dimethylaminosulfonyl, N-ethyl-N-methylaminosulfonyl, diethylaminosulfonyl, dipropylaminosulfonyl, cyclopropylaminosulfonyl, cyclopentylaminosulfonyl, cyclohexylaminosulfonyl and cyclopropylmethylaminosulfonyl; C₃₋₆ alicyclic hydrocarbon groups such as cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; linear or branched C₁₋₆ aliphatic hydrocarbon groups optionally containing one unsaturated bond, such as methyl, ethyl, vinyl, ethynyl, propyl, 1-propenyl, 2-propenyl, isopropyl, isopropenyl, 1-propynyl, 2-propynyl, butyl, isobutyl, s-butyl, t-butyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-butynyl, 2-butynyl, pentyl, isopentyl, neopentyl, t-pentyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, hexyl, 5-hexenyl, 4-methyl-3-pentenyl, isohexyl, 2-methylpentyl and 1-ethylbutyl; monovalent monocyclic, bicyclic or tricyclic C₆₋₁₄ aromatic hydrocarbons such as benzene, naphthalene, indene, indane, 1,2,3,4-tetrahydronaphthalene and fluorene; and heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) which are monovalent monocyclic, bicyclic or tricyclic heterocycles (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur), such as furan, thiophene, pyrrole, pyrroline, pyrrolidine, oxazole, oxazolidine, isooxazole, isooxazolidine, thiazole, thiazolidine, isothiazole, isothiazolidine, imidazole, imidazoline, imidazolidine, pyrazole, pyrazoline, pyrazolidine, triazole, thiadiazole, oxadiazole, tetrazole, pyran, tetrahydropyran, thiopyran, tetrahydrothiopyran, pyridine, pyrazine, pyrimidine, pyridazine, benzofuran, dibenzofuran, benzothiophene, indole, benzimidazole, benzothiazole, benzoxazole, chromane, isochromane, quinoline, decahydroquinoline, isoquinoline, quinazoline, quinoxaline, purine, pteridine, azetidine, morpholine, thiomorpholine, piperidine, homopiperidine, piperazine, homopiperazine, indoline, isoindoline, phenoxazine, phenazine, phenothiazine and quinuclidine.

As preferred examples of substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G² there may be mentioned hydroxyl, optionally substituted C₁₋₇ alkoxy, oxo, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₁₋₆ alkylsulfonylamino, cyano, C₁₋₆ alkylsulfonyl, sulfamoyl, optionally substituted C₆₋₁₄ aromatic hydrocarbon groups and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).

As more preferred examples of substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G² there may be mentioned hydroxyl, optionally substituted C₁₋₇ alkoxy, carboxyl, amino, optionally substituted C₁₋₅ alkylamino, cyano and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).

A heterocyclic group (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) as a substituent for a substituted C₁₋₁₀ aliphatic hydrocarbon group for G² bonds to the C₁₋₁₀ aliphatic hydrocarbon group of G² at a carbon atom or nitrogen atom.

As more preferred examples of heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) to bond to the C₁₋₁₀ aliphatic hydrocarbon groups of G² at a carbon atom, there may be mentioned monovalent monocyclic or bicyclic C₃₋₉ aromatic heterocycles having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as furan, pyrrole, thiophene, pyrazole, oxazole, thiazole, isooxazole, isothiazole, pyrazole, imidazole, pyridine, pyrimidine, pyrazine, pyridazine, benzothiophene, benzofuran, 1,2-methylenedioxybenzene, benzimidazole, indole, quinoline, isoquinoline and quinazoline.

As preferred examples of heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) to bond to the C₁₋₁₀ aliphatic hydrocarbon groups of G² at a nitrogen atom, there may be mentioned monovalent monocyclic C₂₋₉ aromatic heterocycles having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridine and piperazine.

The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon, C₁₋₆ aliphatic hydrocarbon, C₆₋₁₄ aromatic hydrocarbon and heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) as substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G² may be in turn substituted with one or more substituents selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl; C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formyl; trifluoroacetyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₄₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; C₁₋₇ acylamino groups such as trifluoroacetylamino, formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro; cyano; C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl and t-butyl; trifluoromethyl; and trifluoromethoxy.

As examples of C₃₋₈ alicyclic hydrocarbon groups for G² when G² in formula (I) is a substituted or unsubstituted C₃—, alicyclic hydrocarbon group, there may be mentioned monovalent cyclopropane, cyclobutane, cyclopentane, cyclopentene, cyclohexane, cyclohexene, cycloheptane, cycloheptene and cyclooctane. As preferred examples of C₃₋₈ alicyclic hydrocarbon groups for G² there may be mentioned cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 3-cyclopentenyl, 4-cyclopentenyl, 1-cyclohexenyl, 3-cyclohexenyl, 4-cyclohexenyl and 1-cycloheptenyl.

As substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for G² there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylaimino, optionally substituted C₂₋₇ acylamino, C₂₋₉ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbon, optionally substituted C₁₋₆ aliphatic hydrocarbon, optionally substituted C₆₋₁₄ aromatic hydrocarbon and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).

The definitions of the substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for G² are the same as the definitions of the substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G². As examples of substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for G² there may be mentioned the same specific substituents mentioned above for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G².

The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon, C₁₋₆ aliphatic hydrocarbon, C₆₋₁₄ aromatic hydrocarbon and heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) as substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for G² may be in turn substituted with one or more substituents selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formyl; trifluoroacetyl; C₂₋₇ acyl groups such as-acetyl, propionyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₄₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; trifluoroacetylamino; C₁₋₇ acylamino groups such as formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro; cyano; C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl and t-butyl; trifluoromethyl; and trifluoromethoxy.

As examples of C₁₋₁₄ aromatic hydrocarbon groups for G² when G² in formula (I) represents a substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group, there may be mentioned monovalent groups having at least one aromatic ring in the molecule, such as benzene, indene, indane, naphthalene, 1,2-dihydronaphthalene, 1,2,3,4-tetrahydronaphthalene, azulene, acenaphthylene, acenaphthene, fluorene, phenanthrene and anthracene. Phenyl may be mentioned as a preferred example of a C₆₋₁₄ aromatic hydrocarbon group for G².

As substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G² there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbon, optionally substituted C₁₋₆ aliphatic hydrocarbon, optionally substituted C₆₋₁₄ aromatic hydrocarbon and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).

The definitions of the substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G² are the same as the definitions of the substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G². As examples of substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G² there may be mentioned the same specific substituents mentioned above for the substituted C₁₋₁ aliphatic hydrocarbon groups for G² The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon, C₁₋₆ aliphatic hydrocarbon, C₆₋₁₄ aromatic hydrocarbon and heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) as substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G² may be in turn substituted with one or more substituents selected from the group consisting of fluorine; chlorine; bromine; iodine; hydroxyl; C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formmyl; trifluoroacetyl; C₂₋₇ acyl groups such-as acetyl, propionfyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₄₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; trifluoroacetylamino; C₁₋₇ acylamino groups such as formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro: cyano; C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl and t-butyl; trifluoromethyl; and trifluoromethoxy.

As examples of heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G² when G² in formula (I) represents a substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur, there may be mentioned monovalent monocyclic, bicyclic or tricyclic groups such as furan, thiophene, pyrrole, pyrroline, pyrrolidine, oxazole, oxazolidine, isooxazole, isooxazolidine, thiazole, thiazolidine, isothiazole, isothiazolidine, imidazole, imidazoline, imidazolidine, pyrazole, pyrazoline, pyrazolidine, triazole, thiadiazole, oxadiazole, tetrazole, pyran, tetrahydropyran, thiopyran, tetrahydrothiopyran, pyridine, pyrazine, pyrimidine, pyridazine, benzofuran, dibenzofuran, benzothiophene, indole, 1,2-methylenedioxybenzene, benzimidazole, benzothiazole, benzoxazole, chromane, isochromane, quinoline, decahydroquinoline, isoquinoline, quinazoline, quinoxaline, purine, pteridine, azetidine, morpholine, thiomorpholine, piperidine, homopiperidine, piperazine, homopiperazine, indoline, isoindoline, phenoxazine, phenazine, phenothiazine and quinuclidine. As preferred examples of heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G² there may be mentioned 2-pyridyl, 3-pyridyl, 4-pyridyl, piperidino, 2-piperidyl, 3-piperidyl, 4-piperidyl, morpholino, 1-homopiperidinyl, 1-pyrrolidinyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 1-imidazolyl, 2-imidazolyl, 4-imidazolyl, 5-imidazolyl, 3-pyrazolyl, 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 2-pyrrolyl, 3-pyrrolyl, 4-isooxazolyl, 2-pyrimidinyl, 4-pyrimidinyl, 2-pyrazinyl, 4-triazolyl, 5-tetrazolyl, 1-piperazinyl, 4-tetrahydropyranyl, 2-1,3,4-oxadiazolyl, 4-1,2,3-thiadiazolyl, 2-benzofuranyl, 2-benzothiazolyl, 2-indolyl, 3-indolyl, 5-benzimidazolyl and 2-1,2,3,4-tetrahydroisoquinolinyl.

A heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G² is bonded to A⁴ at a carbon atom or nitrogen atom.

As more preferred examples of heterocyclic groups for G² having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur, which bond to A⁴ at a carbon atom, there may be mentioned monovalent monocyclic or bicyclic C₃₋₉ aromatic heterocyclic groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, such as furan, pyrrole, thiophene, pyrazole, oxazole, thiazole, isooxazole, isothiazole, pyrazole, imidazole, pyridine, pyrimidine, pyrazine, pyridazine, benzothiophene, benzofuran, 1,2-methylenedioxybenzene, benzimidazole, indole, quinoline, isoquinoline and quinazoline.

As preferred examples of heterocyclic groups for G² having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur which bond to A² at a nitrogen atom, there may be mentioned monovalent monocyclic C₂₋₉ heterocyclic groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridine and piperazine. As more preferred examples of the heterocyclic groups for G² there may be mentioned monovalent monocyclic C₄₋₆ heterocyclic groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as piperidine, homopiperidine, morpholine, homopiperazine and piperazine.

As substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G², there may be mentioned one or more substituents selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbon, optionally substituted C₁₋₆ aliphatic hydrocarbon, optionally substituted C₆₋₁₄ aromatic hydrocarbon and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).

The definitions of the substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G² are the same as the definitions of the substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G². As specific examples of substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G² there may be mentioned the same specific substituents mentioned above for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G².

The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon, C₁₋₆ aliphatic hydrocarbon, C₆₋₁₄ aromatic hydrocarbon and heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) as substituents for the substituted heterocyclic groups for G² having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur, may be in turn substituted with one or more substituents selected from the group consisting of fluorine; chlorine; bromine; iodine; hydroxyl; C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formyl; trifluoroacetyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₄₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; trifluoroacetylamino; c₁₋₇ acylamino groups such as formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro; cyano; C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl and t-butyl; trifluoromethyl; and trifluoromethoxy.

The above is with the proviso that among the combinations of A¹, A², G¹, A³, A⁴ and G² in formula (I) according to the invention, when A¹ is a single bond, A², G¹, A³ and A⁴ are all single bonds.

Also, among the combinations of A¹, A², G¹, A³, A⁴ and G² in formula (I) according to the invention, when A¹ is not a single bond and G¹ and A³ are both single bonds, the combination including A² and A⁴ is A¹-C(═O)—C(═O)-G² or A¹-C(═O)NR¹⁰¹-O-G² (where R¹⁰¹ has the same definition as above).

Also, among the combinations of G¹, A³, A⁴ and G² in formula (I) according to the invention, when A³ represents a C₁₋₆ aliphatic hydrocarbon group having G¹ and A⁴ bonded on the same or different carbon atoms and G² represents a substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group, A⁴ is not a single bond.

In formula (I), A⁵ represents a single bond, or a group binding R² and the carbon atom of the pyrrole ring to which A⁵ is bonded in the form of R²—NR²⁰¹-pyrrole ring carbon (where R²⁰¹ represents hydrogen or a C₁₋₄ aliphatic hydrocarbon group). As examples of C₁₋₄ aliphatic hydrocarbon groups for R²⁰¹ when A⁵ is a group binding R² and the carbon atom of the pyrrole ring to which A¹ is bonded in the form of R²—NR²⁰¹-pyrrole ring carbon (where R²⁰¹ represents hydrogen or a C₁₋₄ aliphatic hydrocarbon group), there may be mentioned the same ones as mentioned above for R¹⁰¹ in A². As preferred examples for R¹⁰² there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen and methyl being particularly preferred.

As preferred examples for A⁵ there may be mentioned a single bond, —NH— and —N(CH₃)—. A single bond may be mentioned as a particularly preferred example for A⁵.

R² in formula (I) above represents one group selected from among the following 1) to 6):

-   -   1) Hydrogen.     -   2) Fluorine, chlorine, bromine or iodine.     -   3) A substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)     -   4) A substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)     -   5) A substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon         group. (As substituents there may be mentioned one or more         selected from the group consisting of fluorine, chlorine,         bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy,         C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆         alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl,         C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇         alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino,         optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino,         C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆         alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆         alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic         hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)     -   6) A substituted or unsubstituted heterocyclic group having in         the ring 1 to 4 atoms selected from the group consisting of         oxygen, nitrogen and sulfur. (As substituents there may be         mentioned one or more selected from the group consisting of         fluorine, chlorine, bromine, iodine, hydroxyl, optionally         substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇         acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇         acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally         substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted         C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇         alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆         alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl,         C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆         alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic         hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons         and optionally substituted heterocyclic groups (having in the         ring 1 to 4 atoms selected from the group consisting of oxygen,         nitrogen and sulfur).)

When R² in formula (I) is fluorine, chlorine, bromine or iodine, there may be mentioned as preferable chlorine and bromine.

As examples of C₁₋₁₀ aliphatic hydrocarbon groups for R² when R² in formula (I) represents a substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group, there may be mentioned the same ones as mentioned above as examples for C₁₋₁₀ aliphatic hydrocarbon groups for G². As preferred examples of C₁₋₁₀ aliphatic hydrocarbon groups for R² there may be mentioned methyl, ethyl, isopropyl, butyl, t-butyl, t-pentyl, vinyl, 2-propenyl and 2-propynyl.

As substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for R² there may be mentioned one or more substituents selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbon, optionally substituted C₁₋₆ aliphatic hydrocarbon, optionally substituted C₆₋₁₄ aromatic hydrocarbon and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).

The definitions of the substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for R² are the same as the above-mentioned definitions of the substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G². As specific examples of substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for R² there may be mentioned the same specific substituents mentioned above for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G².

The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon, C₁₋₆ aliphatic hydrocarbon, C₆₋₁₄ aromatic hydrocarbon and heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) as substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for R², may be in turn substituted with one or more substituents selected from the group consisting of fluorine; chlorine; bromine; iodine; hydroxyl; C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formyl; trifluoroacetyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₄₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; trifluoroacetylamino; C₁₋₇ acylamino groups such as formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro; cyano; C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl and t-butyl; trifluoromethyl; and trifluoromethoxy.

As examples of C₃₋₈ alicyclic hydrocarbon groups for R², when R² in formula (I) represents a substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon group, there may be mentioned the same ones as mentioned above as examples for the C₃₋₈ alicyclic hydrocarbon groups for G². As preferred examples of C₃—, alicyclic hydrocarbon groups for R² there may be mentioned cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.

As substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for R² there may be mentioned one or more substituents selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₁₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbon, optionally substituted C₁₋₆ aliphatic hydrocarbon, optionally substituted C₆₋₁₄ aromatic hydrocarbon and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).

The definitions of the substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for R² are the same as the above-mentioned definitions of the substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G². As specific examples of substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for R² there may be mentioned the same specific substituents mentioned above for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G².

The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon, C₁₋₆ aliphatic hydrocarbon, C₆₋₁₄ aromatic hydrocarbon and heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) as substituents for the substituted C₃₋₈ alicyclic hydrocarbon groups for R², may be in turn substituted with one or more substituents selected from the group consisting of fluorine; chlorine; bromine; iodine; hydroxyl; C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formyl; trifluoroacetyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₄₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; trifluoroacetylamino; C₁₋₇ acylamino groups such as formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro; cyano; C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl and t-butyl; trifluoromethyl; and trifluoromethoxy.

As C₆₋₁₄ aromatic hydrocarbon groups for R² when R² in formula (I) represents a substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group, there may be mentioned the same ones as mentioned above as examples for the C₆₋₁₄ aromatic hydrocarbon groups for G². Phenyl may be mentioned as a preferred example of a C₆₋₁₄ aromatic hydrocarbon group for R².

As substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for R² there may be mentioned one or more substituents selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbon, optionally substituted C₁₋₆ aliphatic hydrocarbon, optionally substituted C₆₋₁₄ aromatic hydrocarbon and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).

The definitions of the substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for R² are the same as the above-mentioned definitions of the substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G². As specific examples of substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for R² there may be mentioned the same specific substituents mentioned above for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G².

The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon, C₁₋₆ aliphatic hydrocarbon, C₆₋₁₄ aromatic hydrocarbon and heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) as substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for R², may be in turn substituted with one or more substituents selected from the group consisting of fluorine; chlorine; bromine; iodine; hydroxyl; C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formyl; trifluoroacetyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₄₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; trifluoroacetylamino; C₁₋₇ acylamino groups such as formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro; cyano; C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl and t-butyl; trifluoromethyl; and trifluoromethoxy.

As examples of heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for R², when R² in formula (I) represents a substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur, there may be mentioned the same ones as mentioned above as examples for the heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G². A heterocyclic group for R² having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur is bonded to A⁵ at a carbon atom or nitrogen atom.

As preferred examples of heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur, which bond to A⁵ at a carbon atom, there may be mentioned monocyclic or bicyclic C₃₋₉ aromatic heterocyclic groups having in the ring 1 to 3 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, such as furyl, thienyl, pyrrolyl, pyrazolyl, oxazolyl, isooxazolyl, thiazolyl, isothiazolyl, imidazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, benzofuranyl, indolyl, benzothienyl, quinolyl, isoquinolyl, quinazolyl, benzimidazolyl and benzooxazolyl. As more preferred groups there may be mentioned monocyclic or bicyclic C₃₋₉ aromatic heterocyclic groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, such as 2-furyl, 2-thienyl, 2-pyrrolyl, 2-imidazolyl, 5-imidazolyl, 2-oxazolyl, 5-oxazolyl, 5-isooxazolyl, 2-thiazolyl, 5-thiazolyl, 5-isothiazolyl, 3-isothiazolyl, 2-pyridyl, 2-pyrimidinyl, 2-benzofuranyl and 2-benzothiophenyl. Particularly preferred among these groups are monocyclic C₃₋₅ aromatic heterocyclic groups having in the ring 1 to 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, among which 2-furyl, 2-thienyl and 2-pyrrolyl are especially preferred.

As preferred examples of heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur which bond to A⁵ at a nitrogen atom, there may be mentioned 1-pyrrolidinyl, piperidino, morpholino, 1-homopiperidinyl and 1-piperazinyl. When the heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for R² bonds to A⁵ at a nitrogen atom, A⁵ is a single bond.

As substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for R², there may be mentioned one or more substituents selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbon, optionally substituted C₁₋₆ aliphatic hydrocarbon, optionally substituted C₆₋₁₄ aromatic hydrocarbon and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).

The definitions of the substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for R² are the same as the above-mentioned definitions of the substituents for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G². As specific examples of substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for R², there may be mentioned the same specific substituents mentioned above for the substituted C₁₋₁₀ aliphatic hydrocarbon groups for G².

The C₁₋₇ alkoxy, C₂₋₇ acyl, C₂₋₇ alkylcarbamoyl, C₁₋₆ alkylamino, C₂₋₇ acylamino, C₃₋₆ alicyclic hydrocarbon, C₁₋₆ aliphatic hydrocarbon, C₆₋₁₄ aromatic hydrocarbon and heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur) as substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms for R², may be in turn substituted with one or more substituents selected from the group consisting of fluorine; chlorine; bromine; iodine; hydroxyl; C₁₋₆ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy; formyl; trifluoroacetyl; C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, valeryl and isovaleryl; oxo; carboxyl; C₂₋₇ alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl and t-butoxycarbonyl; carbamoyl; C₂₋₇ alkylcarbamoyl groups such as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyl and N-cyclopropylmethylcarbamoyl; amino; C₁₋₆ alkylamino groups such as methylamino, ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, cyclopropylamino and cyclopropylmethylamino; C₄₋₆ cyclic amino groups having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl, piperazinyl, 4-methylpiperazinyl, piperidino and morpholino; trifluoroacetylamino; C₁₋₇ acylamino groups such as formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C₁₋₆ alkylsulfonylamino groups such as methylsulfonylamino, ethylsulfonylamino, propylsulfonylamino and butylsulfonylamino; nitro; cyano; C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl and t-butyl; trifluoromethyl; and trifluoromethoxy.

Among the examples mentioned as substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for R² according to the invention, the following may be mentioned as preferred: fluorine; chlorine; bromine; iodine; hydroxyl; cyano; nitro; amino; substituted or unsubstituted C₁₋₆ mono or dialkylamino groups composed of linear or branched alkyl groups and amino groups, such as methylamino, ethylamino, propylamino, isopropylamino, butylamino, isobutylamino, s-butylamino, t-butylamino, pentylamino, hexylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino, N-methylbutylamino, N-methyl-t-butylamino, N-ethylisopropylamino, dipropylamino, diisopropylamino and ethylbutylamino; carboxyl; substituted or unsubstituted saturated C₁₋₆ alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl, t-butyl, pentyl, isopentyl, neopentyl, t-pentyl, hexyl, isohexyl, 2-methylpentyl and 1-ethylbutyl; C₃₋₆ alicyclic hydrocarbons such as cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; substituted or unsubstituted C₁₋₆ alkoxy groups composed of linear or branched alkyl groups and oxy groups, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy, isopentyloxy, neopentyloxy, t-pentyloxy and hexyloxy; substituted or unsubstituted C₂₋₇ acyl groups such as acetyl, propionyl, butyryl, isobutyryl, pivaloyl and hexanoyl; C₁₋₆ alkylthio groups such as methylthio, ethylthio, propylthio, isopropylthio, butylthio, isobutylthio, s-butylthio, t-butylthio, pentylthio and hexylthio; trifluoromethyl; trifluoromethoxy; substituted or unsubstituted C₂₋₇ acylamino groups such as acetylamino, propionylamino, butyrylamino, isobutyrylamino, valerylamino and hexanoylamino; and substituted or unsubstituted C₂₋₇ alkylcarbamoyl groups composed of linear or branched alkyl groups and carbamoyl groups, such as N-methylcarbamoyl, N-ethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-isobutylcarbamoyl, N-s-butylcarbamoyl, N-t-butylcarbamoyl, N-pentylcarbamoyl, N,N-dimethylcarbamoyl, N-ethyl-N-methylcarbamoyl and N,N-diethylcarbamoyl.

As more preferred examples of substituents for the substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for R², there may be mentioned fluorine, chlorine, bromine, substituted or unsubstituted C₁₋₆ alkyl groups, hydroxyl, and substituted or unsubstituted C₁₋₆ alkoxy groups.

Among the combinations of R² and A⁵ in formula (I) according to the invention, when R² is fluorine, chlorine, bromine or iodine, A⁵ is a single bond.

As preferred examples of combinations of R² and A⁵ in formula (I) according to the invention, there may be mentioned combinations wherein A¹ is a single bond and R² is a substituted or unsubstituted cyclopropyl, or A⁵ is a single bond and R² is a substituted or unsubstituted monocyclic C₃₋₅ aromatic heterocyclic group having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur. That is, the group represented by R²-A⁵- is preferably a substituted or unsubstituted cyclopropyl or a monocyclic C₃₋₅ aromatic heterocyclic group having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, such as substituted or unsubstituted 2-furyl, substituted or unsubstituted 2-thienyl, substituted or unsubstituted 2-pyrrolyl, substituted or unsubstituted 2-imidazolyl, substituted or unsubstituted 5-imidazolyl, substituted or unsubstituted 2-oxazolyl, substituted or unsubstituted 5-oxazolyl, substituted or unsubstituted 5-isooxazolyl, substituted or unsubstituted 2-thiazolyl, substituted or unsubstituted 5-thiazolyl, substituted or unsubstituted 5-isothiazolyl, substituted or unsubstituted 3-isothiazolyl, substituted or unsubstituted 2-pyridyl or substituted or unsubstituted 2-pyrimidinyl. Particularly preferred among these are 2-furyl, 2-thienyl and 2-pyrrolyl, and they are preferably substituted with fluorine, chlorine, bromine, substituted or unsubstituted C₁₋₆ alkyl, hydroxyl or substituted or unsubstituted C₁₋₆ alkoxy.

As preferred combinations of -G¹-A³-A⁴-G² in the pyrrolo[3,2-d]pyrimidine derivatives of formula (I) above, there may be mentioned the groups represented by K1-K822 shown in FIGS. 1 to 24 below. In the structural formulas, the symbol “---” indicates the binding site for A² and -G¹-A³-A⁴-G².

As specific examples of pyrrolo[3,2-d]pyrimidine derivatives of formula (I) above, there may be mentioned compounds having the groups listed in Tables 1 to 214 below as A¹, compounds having the groups listed in Tables 1 to 214 below as A², compounds having the groups represented by K1-K822 shown in FIGS. 1 to 24 above as -G¹-A³-A⁴-G², compounds having the groups represented by J1-J243 shown in FIGS. 25 to 31 above or the groups represented by N1-N158 shown in FIGS. 32 to 36 above as -A⁵-R², compounds having the groups listed in Tables 1 to 214 below as X, and compounds comprising any desired combinations thereof.

As specific preferred examples there may be mentioned the compounds listed in Tables 1 to 214 below.

The groups K1-K822, J1-J243 and N1-N158 in Tables 1 to 214 below are the respective substituents as defined in FIGS. 1 to 36 above. TABLE 1 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0001 single bond single bond K240 J1 O 1-0002 single bond single bond K240 J3 O 1-0003 single bond single bond K240 J3 S 1-0004 single bond single bond K240 J6 O 1-0005 single bond single bond K240 J7 O 1-0006 single bond single bond K240 J8 O 1-0007 single bond single bond K240 J9 O 1-0008 single bond single bond K240 J9 S 1-0009 single bond single bond K240 J10 O 1-0010 single bond single bond K240 J10 S 1-0011 single bond single bond K240 J11 S 1-0012 single bond single bond K240 J11 O 1-0013 single bond single bond K240 J12 O 1-0014 single bond single bond K240 J13 O 1-0015 single bond single bond K240 J14 O 1-0016 single bond single bond K240 J14 S 1-0017 single bond single bond K240 J15 O 1-0018 single bond single bond K240 J16 O 1-0019 single bond single bond K240 J16 S 1-0020 single bond single bond K240 J17 O 1-0021 single bond single bond K240 J18 O 1-0022 single bond single bond K240 J19 O 1-0023 single bond single bond K240 J20 O 1-0024 single bond single bond K240 J21 O 1-0025 single bond single bond K240 J22 O 1-0026 single bond single bond K240 J22 S 1-0027 single bond single bond K240 J23 S 1-0028 single bond single bond K240 J23 O 1-0029 single bond single bond K240 J24 O 1-0030 single bond single bond K240 J24 S 1-0031 single bond single bond K240 J25 O 1-0032 single bond single bond K240 J25 S

TABLE 2 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0033 single bond single bond K240 J26 O 1-0034 single bond single bond K240 J26 S 1-0035 single bond single bond K240 J27 O 1-0036 single bond single bond K240 J28 O 1-0037 single bond single bond K240 J28 S 1-0038 single bond single bond K240 J29 O 1-0039 single bond single bond K240 J29 S 1-0040 single bond single bond K240 J30 O 1-0041 single bond single bond K240 J31 O 1-0042 single bond single bond K240 J32 O 1-0043 single bond single bond K240 J33 O 1-0044 single bond single bond K240 J34 O 1-0045 single bond single bond K240 J34 S 1-0046 single bond single bond K240 J35 O 1-0047 single bond single bond K240 J35 S 1-0048 single bond single bond K240 J36 O 1-0049 single bond single bond K240 J37 O 1-0050 single bond single bond K240 J37 S 1-0051 single bond single bond K240 J38 O 1-0052 single bond single bond K240 J39 O 1-0053 single bond single bond K240 J40 O 1-0054 single bond single bond K240 J41 O 1-0055 single bond single bond K240 J42 O 1-0056 single bond single bond K240 J43 O 1-0057 single bond single bond K240 J43 S 1-0058 single bond single bond K240 J44 O 1-0059 single bond single bond K240 J45 O 1-0060 single bond single bond K240 J46 O 1-0061 single bond single bond K240 J47 O 1-0062 single bond single bond K240 J48 O 1-0063 single bond single bond K240 J49 O 1-0064 single bond single bond K240 J50 O

TABLE 3 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0065 single bond single bond K240 J51 O 1-0066 single bond single bond K240 J52 O 1-0067 single bond single bond K240 J53 O 1-0068 single bond single bond K240 J54 O 1-0069 single bond single bond K240 J55 O 1-0070 single bond single bond K240 J56 O 1-0071 single bond single bond K240 J56 S 1-0072 single bond single bond K240 J57 O 1-0073 single bond single bond K240 J58 O 1-0074 single bond single bond K240 J59 O 1-0075 single bond single bond K240 J60 O 1-0076 single bond single bond K240 J61 O 1-0077 single bond single bond K240 J62 O 1-0078 single bond single bond K240 J63 O 1-0079 single bond single bond K240 J63 S 1-0080 single bond single bond K240 J64 O 1-0081 single bond single bond K240 J65 O 1-0082 single bond single bond K240 J66 O 1-0083 single bond single bond K240 J67 O 1-0084 single bond single bond K240 J68 O 1-0085 single bond single bond K240 J69 O 1-0086 single bond single bond K240 J70 O 1-0087 single bond single bond K240 J70 S 1-0088 single bond single bond K240 J71 O 1-0089 single bond single bond K240 J72 O 1-0090 single bond single bond K240 J73 O 1-0091 single bond single bond K240 J74 O 1-0092 single bond single bond K240 J75 O 1-0093 single bond single bond K240 J76 O 1-0094 single bond single bond K240 J84 O 1-0095 single bond single bond K240 J84 S 1-0096 single bond single bond K240 J92 O

TABLE 4 -G¹-A³- Compound No. -A¹- -A²- A⁴-G² -A⁵-R² X 1-0097 single bond single bond K240 J92 S 1-0098 —CH₂— single bond K240 J4 O 1-0099 —CH₂— single bond K240 J4 S 1-0100 —CH₂— single bond K240 J9 O 1-0101 —CH₂— single bond K240 J9 S 1-0102 —CH₂— single bond K240 J77 O 1-0103 —(CH₂)₃— single bond K240 J9 O 1-0104 —(CH₂)₃— single bond K240 J77 O 1-0105 —(CH₂)₃— single bond K240 J77 S 1-0106 —CH₂—CH(CH₃)—CH₂— single bond K240 J9 O 1-0107 —CH₂—CH(CH₃)—CH₂— single bond K240 J77 O 1-0108 —CH₂—CH(CH₃)—CH₂— single bond K240 J77 S 1-0109 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J4 O 1-0110 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J4 S 1-0111 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J6 O 1-0112 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J6 S 1-0113 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J9 O 1-0114 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J9 S 1-0115 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J23 O 1-0116 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J23 S 1-0117 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J41 O 1-0118 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J41 S 1-0119 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J52 O 1-0120 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J52 S 1-0121 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J77 O 1-0122 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J77 S 1-0123 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J84 O 1-0124 —(CH₂)₂—CH(CH₃)—CH₂— single bond K240 J84 S 1-0125 —CH₂—CH(CH₃)—(CH₂)₂— single bond K240 J9 O 1-0126 —CH₂—CH(CH₃)—(CH₂)₂— single bond K240 J9 S 1-0127 —CH₂—CH(CH₃)—(CH₂)₂— single bond K240 J77 O 1-0128 —CH₂—C(CH₃)₂—CH₂— single bond K240 J9 O

TABLE 5 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0129 —CH₂—C(CH₃)₂—CH₂— single bond K240 J9 S 1-0130 —(CH₂)₄— single bond K1 J2 O 1-0131 —(CH₂)₄— single bond K1 J4 O 1-0132 —(CH₂)₄— single bond K1 J9 O 1-0133 —(CH₂)₄— single bond K1 J9 S 1-0134 —(CH₂)₄— single bond K1 J77 O 1-0135 —(CH₂)₄— single bond K1 J77 S 1-0136 —(CH₂)₂—C(CH₃)₂—CH₂— single bond K240 J9 O 1-0137 —(CH₂)₂—C(CH₃)₂—CH₂— single bond K240 J9 S 1-0138 —(CH₂)₄— single bond K87 J96 O 1-0139 —(CH₂)₄— single bond K87 J96 S 1-0140 —(CH₂)₄— single bond K87 J104 O 1-0141 —(CH₂)₄— single bond K87 J104 S 1-0142 —(CH₂)₄— single bond K87 J117 O 1-0143 —(CH₂)₄— single bond K87 J117 S 1-0144 single bond single bond K6 J9 O 1-0145 single bond single bond K6 J77 O 1-0146 single bond single bond K14 J1 O 1-0147 —(CH₂)₂— —NH— K240 J4 O 1-0148 —(CH₂)₂— —NH— K240 J4 S 1-0149 —(CH₂)₂— —NH— K240 J6 O 1-0150 —(CH₂)₂— —NH— K240 J6 S 1-0151 —(CH₂)₂— —NH— K240 J9 O 1-0152 —(CH₂)₂— —NH— K240 J12 O 1-0153 —(CH₂)₂— —NH— K240 J12 S 1-0154 —(CH₂)₂— —NH— K240 J23 O 1-0155 —(CH₂)₂— —NH— K240 J23 S 1-0156 —(CH₂)₂— —NH— K240 J41 O 1-0157 —(CH₂)₂— —NH— K240 J41 S 1-0158 —(CH₂)₂— —NH— K240 J52 O 1-0159 —(CH₂)₂— —NH— K240 J52 S 1-0160 —(CH₂)₂— —NH— K240 J84 O

TABLE 6 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0161 —(CH₂)₂— —NH— K240 J84 S 1-0162 —(CH₂)₃— —NH— K240 J3 O 1-0163 —(CH₂)₃— —NH— K240 J3 S 1-0164 —(CH₂)₃— —NH— K240 J9 O 1-0165 —(CH₂)₃— —NH— K240 J10 O 1-0166 —(CH₂)₃— —NH— K240 J10 S 1-0167 —(CH₂)₃— —NH— K240 J22 O 1-0168 —(CH₂)₃— —NH— K240 J22 S 1-0169 —(CH₂)₃— —NH— K240 J28 O 1-0170 —(CH₂)₃— —NH— K240 J28 S 1-0171 —(CH₂)₃— —NH— K240 J43 O 1-0172 —(CH₂)₃— —NH— K240 J43 S 1-0173 —(CH₂)₃— —NH— K240 J84 O 1-0174 —(CH₂)₃— —NH— K240 J84 S 1-0175 —(CH₂)₃— —NH— K240 J92 O 1-0176 —(CH₂)₃— —NH— K240 J92 S 1-0177 —(CH₂)₂— —O— K240 J4 O 1-0178 —(CH₂)₂— —O— K240 J4 S 1-0179 —(CH₂)₂— —O— K240 J6 O 1-0180 —(CH₂)₂— —O— K240 J6 S 1-0181 —(CH₂)₂— —O— K240 J9 O 1-0182 —(CH₂)₂— —O— K240 J12 O 1-0183 —(CH₂)₂— —O— K240 J12 S 1-0184 —(CH₂)₂— —O— K240 J23 O 1-0185 —(CH₂)₂— —O— K240 J23 S 1-0186 —(CH₂)₂— —O— K240 J41 O 1-0187 —(CH₂)₂— —O— K240 J41 S 1-0188 —(CH₂)₂— —O— K240 J52 O 1-0189 —(CH₂)₂— —O— K240 J52 S 1-0190 —(CH₂)₂— —O— K240 J84 O 1-0191 —(CH₂)₂— —O— K240 J84 S 1-0192 —(CH₂)₃— —O— K240 J3 O

TABLE 7 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0193 —(CH₂)₃— —O— K240 J3 S 1-0194 —(CH₂)₃— —O— K240 J9 O 1-0195 —(CH₂)₃— —O— K240 J10 O 1-0196 —(CH₂)₃— —O— K240 J10 S 1-0197 —(CH₂)₃— —O— K240 J22 O 1-0198 —(CH₂)₃— —O— K240 J22 S 1-0199 —(CH₂)₃— —O— K240 J28 O 1-0200 —(CH₂)₃— —O— K240 J28 S 1-0201 —(CH₂)₃— —O— K240 J43 O 1-0202 —(CH₂)₃— —O— K240 J43 S 1-0203 —(CH₂)₃— —O— K240 J84 O 1-0204 —(CH₂)₃— —O— K240 J84 S 1-0205 —(CH₂)₃— —O— K240 J92 O 1-0206 —(CH₂)₃— —O— K240 J92 S 1-0207 —(CH₂)₂— —O— K1 J9 O 1-0208 —(CH₂)₂— —O— K1 J9 S 1-0209 —(CH₂)₂— —O— K1 J77 O 1-0210 —(CH₂)₂— —O— K2 J4 O 1-0211 —(CH₂)₂— —O— K2 J4 S 1-0212 —(CH₂)₂— —O— K2 J6 O 1-0213 —(CH₂)₂— —O— K2 J6 S 1-0214 —(CH₂)₂— —O— K2 J9 O 1-0215 —(CH₂)₂— —O— K2 J9 S 1-0216 —(CH₂)₂— —O— K2 J23 O 1-0217 —(CH₂)₂— —O— K2 J23 S 1-0218 —(CH₂)₂— —O— K2 J41 O 1-0219 —(CH₂)₂— —O— K2 J41 S 1-0220 —(CH₂)₂— —O— K2 J52 O 1-0221 —(CH₂)₂— —O— K2 J52 S 1-0222 —(CH₂)₂— —O— K2 J77 O 1-0223 —(CH₂)₂— —O— K2 J84 O 1-0224 —(CH₂)₂— —O— K2 J84 S

TABLE 8 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0225 —(CH₂)₃— —O— K1 J2 O 1-0226 —(CH₂)₃— —O— K1 J4 O 1-0227 —(CH₂)₃— —O— K1 J9 O 1-0228 —(CH₂)₃— —O— K1 J9 S 1-0229 —(CH₂)₃— —O— K1 J77 O 1-0230 —(CH₂)₃— —O— K1 J77 S 1-0231 —(CH₂)₃— —O— K2 J2 O 1-0232 —(CH₂)₃— —O— K2 J4 O 1-0233 —(CH₂)₃— —O— K2 J4 S 1-0234 —(CH₂)₃— —O— K2 J9 O 1-0235 —(CH₂)₃— —O— K2 J9 S 1-0236 —(CH₂)₃— —O— K2 J77 O 1-0237 —(CH₂)₃— —O— K2 J77 S 1-0238 —(CH₂)₃— —O— K4 J2 O 1-0239 —(CH₂)₃— —O— K4 J2 S 1-0240 —(CH₂)₃— —O— K4 J3 O 1-0241 —(CH₂)₃— —O— K4 J3 S 1-0242 —(CH₂)₃— —O— K4 J11 S 1-0243 —(CH₂)₃— —O— K4 J4 O 1-0244 —(CH₂)₃— —O— K4 J4 S 1-0245 —(CH₂)₃— —O— K4 J5 O 1-0246 —(CH₂)₃— —O— K4 J5 S 1-0247 —(CH₂)₃— —O— K4 J9 O 1-0248 —(CH₂)₃— —O— K4 J9 S 1-0249 —(CH₂)₃— —O— K4 J22 O 1-0250 —(CH₂)₃— —O— K4 J22 S 1-0251 —(CH₂)₃— —O— K4 J28 O 1-0252 —(CH₂)₃— —O— K4 J28 S 1-0253 —(CH₂)₃— —O— K4 J77 O 1-0254 —(CH₂)₃— —O— K4 J77 S 1-0255 —(CH₂)₃— —O— K4 J84 O 1-0256 —(CH₂)₃— —O— K4 J84 S

TABLE 9 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0257 —(CH₂)₃— —O— K4 J96 O 1-0258 —(CH₂)₃— —O— K4 J96 S 1-0259 —(CH₂)₃— —O— K4 J104 O 1-0260 —(CH₂)₃— —O— K4 J104 S 1-0261 —(CH₂)₃— —O— K4 J117 O 1-0262 —(CH₂)₃— —O— K4 J117 S 1-0263 —(CH₂)₃— —S— K1 J9 O 1-0264 —(CH₂)₃— —S— K1 J9 S 1-0265 —(CH₂)₃— —S— K87 J77 O 1-0266 —(CH₂)₃— —S— K87 J119 O 1-0267 —(CH₂)₃— —S— K87 J119 S 1-0268 —(CH₂)₃— —S— K87 J123 O 1-0269 —(CH₂)₃— —S— K87 J123 S 1-0270 —(CH₂)₃— —S— K87 J125 O 1-0271 —(CH₂)₃— —S— K87 J125 S 1-0272 —CH₂— single bond K530 J9 O 1-0273 —CH₂— single bond K530 J9 S 1-0274 —CH₂— single bond K6 J9 O 1-0275 —CH₂— single bond K6 J9 S 1-0276 —CH₂— single bond K8 J4 O 1-0277 —CH₂— single bond K8 J4 S 1-0278 —CH₂— single bond K8 J6 O 1-0279 —CH₂— single bond K8 J6 S 1-0280 —CH₂— single bond K8 J9 O 1-0281 —CH₂— single bond K8 J9 S 1-0282 —CH₂— single bond K8 J23 O 1-0283 —CH₂— single bond K8 J23 S 1-0284 —CH₂— single bond K8 J41 O 1-0285 —CH₂— single bond K8 J41 S 1-0286 —CH₂— single bond K8 J52 O 1-0287 —CH₂— single bond K8 J52 S 1-0288 —CH₂— single bond K8 J77 O

TABLE 10 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0289 —CH₂— single bond K8 J77 S 1-0290 —CH₂— single bond K8 J84 O 1-0291 —CH₂— single bond K8 J84 S 1-0292 —CH₂— single bond K460 J9 O 1-0293 —CH₂— single bond K460 J9 S 1-0294 —CH₂— single bond K460 J77 O 1-0295 —CH₂— single bond K460 J77 S 1-0296 —CH₂— single bond K463 J9 O 1-0297 —CH₂— single bond K463 J9 S 1-0298 —CH₂— single bond K463 J77 O 1-0299 —(CH₂)₂— single bond K464 J9 O 1-0300 —CH₂— single bond K11 J1 O 1-0301 —CH₂— single bond K11 J1 S 1-0302 —CH₂— single bond K11 J2 O 1-0303 —CH₂— single bond K11 J3 O 1-0304 —CH₂— single bond K11 J3 S 1-0305 —CH₂— single bond K11 J4 O 1-0306 —CH₂— single bond K11 J5 O 1-0307 —CH₂— single bond K11 J9 O 1-0308 —CH₂— single bond K11 J9 S 1-0309 —CH₂— single bond K11 J77 O 1-0310 —CH₂— single bond K11 J77 S 1-0311 —(CH₂)₂— single bond K11 J9 O 1-0312 —(CH₂)₂— single bond K11 J9 S 1-0313 —(CH₂)₂— single bond K11 J77 O 1-0314 —(CH₂)₂— single bond K11 J77 S 1-0315 —(CH₂)₃— single bond K11 J2 O 1-0316 —(CH₂)₃— single bond K11 J2 S 1-0317 —(CH₂)₃— single bond K11 J3 S 1-0318 —(CH₂)₃— single bond K11 J4 O 1-0319 —(CH₂)₃— single bond K11 J5 S 1-0320 —(CH₂)₃— single bond K11 J9 O

TABLE 11 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0321 —(CH₂)₃— single bond K11 J9 S 1-0322 —(CH₂)₃— single bond K11 J77 O 1-0323 —(CH₂)₃— single bond K11 J77 S 1-0324 —(CH₂)₃— single bond K11 J3 O 1-0325 —(CH₂)₃— single bond K11 J5 O 1-0326 —(CH₂)₄— single bond K11 J9 O 1-0327 —CH₂— single bond K468 J9 O 1-0328 —CH₂— single bond K468 J9 S 1-0329 —CH₂— single bond K14 J6 O 1-0330 —CH₂— single bond K283 J4 O 1-0331 —CH₂— single bond K283 J4 S 1-0332 —CH₂— single bond K283 J6 O 1-0333 —CH₂— single bond K283 J6 S 1-0334 —CH₂— single bond K283 J9 O 1-0335 —CH₂— single bond K283 J12 O 1-0336 —CH₂— single bond K283 J12 S 1-0337 —CH₂— single bond K283 J23 O 1-0338 —CH₂— single bond K283 J23 S 1-0339 —CH₂— single bond K283 J41 O 1-0340 —CH₂— single bond K283 J41 S 1-0341 —CH₂— single bond K283 J52 O 1-0342 —CH₂— single bond K283 J52 S 1-0343 —CH₂— single bond K283 J84 O 1-0344 —CH₂— single bond K283 J84 S 1-0345 —CH₂— single bond K24 J9 O 1-0346 —(CH₂)₂— single bond K283 J9 O 1-0347 —(CH₂)₂— single bond K14 J3 O 1-0348 —(CH₂)₂— single bond K14 J3 S 1-0349 —(CH₂)₂— single bond K14 J9 O 1-0350 —(CH₂)₂— single bond K14 J10 O 1-0351 —(CH₂)₂— single bond K14 J10 S 1-0352 —(CH₂)₂— single bond K14 J22 O

TABLE 12 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0353 —(CH₂)₂— single bond K14 J22 S 1-0354 —(CH₂)₂— single bond K14 J28 O 1-0355 —(CH₂)₂— single bond K14 J28 S 1-0356 —(CH₂)₂— single bond K14 J43 O 1-0357 —(CH₂)₂— single bond K14 J43 S 1-0358 —(CH₂)₂— single bond K14 J84 O 1-0359 —(CH₂)₂— single bond K14 J84 S 1-0360 —(CH₂)₂— single bond K14 J92 O 1-0361 —(CH₂)₂— single bond K14 J92 S 1-0362 —(CH₂)₂— single bond K24 J9 O 1-0363 —(CH₂)₂— single bond K478 J119 O 1-0364 —(CH₂)₂— single bond K478 J119 S 1-0365 —(CH₂)₂— single bond K478 J123 O 1-0366 —(CH₂)₂— single bond K478 J123 S 1-0367 —(CH₂)₂— single bond K478 J125 O 1-0368 —(CH₂)₂— single bond K478 J125 S 1-0369 —(CH₂)₂— —O— K11 J2 O 1-0370 —(CH₂)₂— —O— K11 J4 O 1-0371 —(CH₂)₂— —O— K11 J9 O 1-0372 —(CH₂)₂— —O— K11 J9 S 1-0373 —(CH₂)₂— —O— K37 J96 O 1-0374 —(CH₂)₂— —O— K37 J96 S 1-0375 —(CH₂)₂— —O— K37 J104 O 1-0376 —(CH₂)₂— —O— K37 J104 S 1-0377 —(CH₂)₂— —O— K37 J117 O 1-0378 —(CH₂)₂— —O— K37 J117 S 1-0379 —(CH₂)₃— —O— K477 J3 O 1-0380 —(CH₂)₃— —O— K477 J3 S 1-0381 —(CH₂)₃— —O— K477 J10 O 1-0382 —(CH₂)₃— —O— K477 J10 S 1-0383 —(CH₂)₃— —O— K477 J22 O 1-0384 —(CH₂)₃— —O— K477 J22 S

TABLE 13 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0385 —(CH₂)₃— —O— K477 J28 O 1-0386 —(CH₂)₃— —O— K477 J28 S 1-0387 —(CH₂)₃— —O— K477 J43 O 1-0388 —(CH₂)₃— —O— K477 J43 S 1-0389 —(CH₂)₃— —O— K477 J84 O 1-0390 —(CH₂)₃— —O— K477 J84 S 1-0391 —(CH₂)₃— —O— K477 J92 O 1-0392 —(CH₂)₃— —O— K477 J92 S 1-0393 —CH₂— single bond K60 J9 O 1-0394 —CH₂— single bond K60 J9 S 1-0395 —CH₂— single bond K60 J77 O 1-0396 —CH₂— single bond K60 J77 S 1-0397 —CH₂— single bond K62 J9 O 1-0398 —CH₂— single bond K62 J77 O 1-0399 —CH₂— single bond K499 J9 O 1-0400 —CH₂— single bond K499 J77 O 1-0401 —CH₂— single bond K510 J3 O 1-0402 —CH₂— single bond K510 J3 S 1-0403 —CH₂— single bond K510 J10 O 1-0404 —CH₂— single bond K510 J10 S 1-0405 —CH₂— single bond K510 J22 O 1-0406 —CH₂— single bond K510 J22 S 1-0407 —CH₂— single bond K510 J28 O 1-0408 —CH₂— single bond K510 J28 S 1-0409 —CH₂— single bond K510 J43 O 1-0410 —CH₂— single bond K510 J43 S 1-0411 —CH₂— single bond K510 J84 O 1-0412 —CH₂— single bond K510 J84 S 1-0413 —CH₂— single bond K510 J92 O 1-0414 —CH₂— single bond K510 J92 S 1-0415 —(CH₂)₂— single bond K62 J9 O 1-0416 —(CH₂)₂— single bond K62 J9 S

TABLE 14 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0417 —(CH₂)₂— single bond K62 J77 O 1-0418 —(CH₂)₂— single bond K525 J4 O 1-0419 —(CH₂)₂— single bond K525 J4 S 1-0420 —(CH₂)₂— single bond K525 J6 O 1-0421 —(CH₂)₂— single bond K525 J6 S 1-0422 —(CH₂)₂— single bond K525 J12 O 1-0423 —(CH₂)₂— single bond K525 J12 S 1-0424 —(CH₂)₂— single bond K525 J23 O 1-0425 —(CH₂)₂— single bond K525 J23 S 1-0426 —(CH₂)₂— single bond K525 J41 O 1-0427 —(CH₂)₂— single bond K525 J41 S 1-0428 —(CH₂)₂— single bond K525 J52 O 1-0429 —(CH₂)₂— single bond K525 J52 S 1-0430 —(CH₂)₂— single bond K525 J84 O 1-0431 —(CH₂)₂— single bond K525 J84 S 1-0432 —(CH₂)₄— single bond K528 J119 O 1-0433 —(CH₂)₄— single bond K528 J119 S 1-0434 —(CH₂)₄— single bond K528 J123 O 1-0435 —(CH₂)₄— single bond K528 J123 S 1-0436 —(CH₂)₄— single bond K528 J125 O 1-0437 —(CH₂)₄— single bond K528 J125 S 1-0438 —CH₂— single bond K529 J9 O 1-0439 —(CH₂)₂— —NH— K240 J1 S 1-0440 —(CH₂)₂— —NH— K240 J3 S 1-0441 —(CH₂)₂— —NH— K240 J9 S 1-0442 —(CH₂)₂— —NH— K240 J10 S 1-0443 —(CH₂)₂— —NH— K240 J14 S 1-0444 —(CH₂)₂— —NH— K240 J19 S 1-0445 —(CH₂)₂— —NH— K240 J22 S 1-0446 —(CH₂)₂— —NH— K240 J25 S 1-0447 —(CH₂)₂— —NH— K240 J29 S 1-0448 —(CH₂)₂— —NH— K240 J57 S

TABLE 15 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0449 —(CH₂)₂— —NH— K240 J59 S 1-0450 —(CH₂)₂— —NH— K240 J70 S 1-0451 —(CH₂)₂— —NH— K240 J72 S 1-0452 —(CH₂)₂— —NH— K240 J74 S 1-0453 —(CH₂)₂— —NH— K240 J75 S 1-0454 —(CH₂)₂— —NH— K240 J77 S 1-0455 —(CH₂)₂— —NH— K240 J78 S 1-0456 —(CH₂)₂— —NH— K240 J126 S 1-0457 —(CH₂)₂— —NH— K240 J129 S 1-0458 —(CH₂)₂— —NH— K240 J130 S 1-0459 —(CH₂)₂— —NH— K240 J138 S 1-0460 —(CH₂)₂— —NH— K240 J140 S 1-0461 —(CH₂)₂— —NH— K240 J151 S 1-0462 —(CH₂)₂— —NH— K240 J165 S 1-0463 —(CH₂)₂— —NH— K240 J168 S 1-0464 —(CH₂)₂— —NH— K240 J174 S 1-0465 —(CH₂)₂— —NH— K240 J176 S 1-0466 —(CH₂)₂— —NH— K240 J177 S 1-0467 —(CH₂)₂— —NH— K240 J178 S 1-0468 —(CH₂)₂— —NH— K240 J185 S 1-0469 —(CH₂)₂— —NH— K240 J191 S 1-0470 —(CH₂)₂— —NH— K240 J193 S 1-0471 —(CH₂)₂— —NH— K240 J195 S 1-0472 —(CH₂)₂— —NH— K240 J197 S 1-0473 —(CH₂)₂— —O— K2 J19 S 1-0474 —(CH₂)₂— —O— K2 J70 S 1-0475 —(CH₂)₂— —O— K2 J78 S 1-0476 —(CH₂)₂— —O— K2 J126 S 1-0477 —(CH₂)₂— —O— K2 J129 S 1-0478 —(CH₂)₂— —O— K2 J130 S 1-0479 —(CH₂)₂— —O— K2 J138 S 1-0480 —(CH₂)₂— —O— K2 J185 S

TABLE 16 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0481 —(CH₂)₂— —O— K4 J9 S 1-0482 —(CH₂)₂— —O— K4 J126 S 1-0483 —(CH₂)₂— —O— K4 J129 S 1-0484 —(CH₂)₂— —O— K4 J130 S 1-0485 —(CH₂)₂— —O— K4 J138 S 1-0486 —(CH₂)₂— —O— K4 J140 S 1-0487 —(CH₂)₂— —O— K240 J9 S 1-0488 —(CH₂)₂— —O— K240 J70 S 1-0489 —(CH₂)₂— —O— K240 J78 S 1-0490 —(CH₂)₂— —O— K240 J130 S 1-0491 —(CH₂)₂— —O— K240 J138 S 1-0492 —(CH₂)₂— —O— K240 J185 S 1-0493 —(CH₂)₂— single bond K603 J9 S 1-0494 —(CH₂)₂— single bond K603 J140 S 1-0495 —(CH₂)₂— single bond K604 J9 S 1-0496 —(CH₂)₂— single bond K604 J126 S 1-0497 —(CH₂)₂— single bond K605 J9 S 1-0498 —(CH₂)₂— single bond K605 J129 S 1-0499 —(CH₂)₂— single bond K615 J9 S 1-0500 —(CH₂)₂— single bond K615 J130 S 1-0501 —(CH₂)₂— single bond K616 J9 S 1-0502 —(CH₂)₂— single bond K616 J138 S 1-0503 —(CH₂)₃— —NH— K240 J9 S 1-0504 —(CH₂)₃— —NH— K240 J126 S 1-0505 —(CH₂)₃— —NH— K240 J129 S 1-0506 —(CH₂)₃— —NH— K240 J130 S 1-0507 —(CH₂)₃— —NH— K240 J138 S 1-0508 —(CH₂)₃— —NH— K240 J140 S 1-0509 —(CH₂)₃— —O— K1 J22 S 1-0510 —(CH₂)₃— —O— K2 J22 S 1-0511 —(CH₂)₃— —O— K4 J1 S 1-0512 —(CH₂)₃— —O— K4 J10 S

TABLE 17 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0513 —(CH₂)₃— —O— K4 J10 O 1-0514 —(CH₂)₃— —O— K4 J19 S 1-0515 —(CH₂)₃— —O— K4 J57 S 1-0516 —(CH₂)₃— —O— K4 J70 S 1-0517 —(CH₂)₃— —O— K4 J71 S 1-0518 —(CH₂)₃— —O— K4 J78 S 1-0519 —(CH₂)₃— —O— K4 J126 S 1-0520 —(CH₂)₃— —O— K4 J126 O 1-0521 —(CH₂)₃— —O— K4 J129 S 1-0522 —(CH₂)₃— —O— K4 J129 O 1-0523 —(CH₂)₃— —O— K4 J130 S 1-0524 —(CH₂)₃— —O— K4 J134 S 1-0525 —(CH₂)₃— —O— K4 J138 S 1-0526 —(CH₂)₃— —O— K4 J140 S 1-0527 —(CH₂)₃— —O— K4 J178 S 1-0528 —(CH₂)₂— —O— K4 J178 S 1-0529 —(CH₂)₃— —O— K4 J185 S 1-0530 —(CH₂)₃— —O— K4 J186 S 1-0531 —(CH₂)₃— —O— K4 J187 S 1-0532 —(CH₂)₃— —O— K4 J189 S 1-0533 —(CH₂)₃— —O— K4 J190 S 1-0534 —(CH₂)₃— —O— K4 J191 S 1-0535 —(CH₂)₃— —O— K4 J192 S 1-0536 —(CH₂)₃— —O— K4 J193 S 1-0537 —(CH₂)₃— —O— K11 J9 S 1-0538 —(CH₂)₃— —O— K11 J126 S 1-0539 —(CH₂)₃— —O— K11 J129 S 1-0540 —(CH₂)₃— —O— K11 J130 S 1-0541 —(CH₂)₃— —O— K11 J138 S 1-0542 —(CH₂)₃— —O— K11 J140 S 1-0543 —(CH₂)₃— —O— K34 J9 S 1-0544 —(CH₂)₃— —O— K34 J126 S

TABLE 18 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0545 —(CH₂)₃— —O— K34 J129 S 1-0546 —(CH₂)₃— —O— K34 J130 S 1-0547 —(CH₂)₃— —O— K34 J138 S 1-0548 —(CH₂)₃— —O— K34 J140 S 1-0549 —(CH₂)₃— —O— K49 J9 S 1-0550 —(CH₂)₃— —O— K49 J126 S 1-0551 —(CH₂)₃— —O— K49 J129 S 1-0552 —(CH₂)₃— —O— K49 J130 S 1-0553 —(CH₂)₃— —O— K49 J138 S 1-0554 —(CH₂)₃— —O— K49 J140 S 1-0555 —(CH₂)₃— —O— K103 J9 S 1-0556 —(CH₂)₃— —O— K103 J126 S 1-0557 —(CH₂)₃— —O— K103 J129 S 1-0558 —(CH₂)₃— —O— K103 J130 S 1-0559 —(CH₂)₃— —O— K103 J138 S 1-0560 —(CH₂)₃— —O— K103 J140 S 1-0561 —(CH₂)₃— —O— K240 J9 S 1-0562 —(CH₂)₃— —O— K240 J70 S 1-0563 —(CH₂)₃— —O— K240 J78 S 1-0564 —(CH₂)₃— —O— K240 J130 S 1-0565 —(CH₂)₃— —O— K240 J138 S 1-0566 —(CH₂)₃— —O— K240 J185 S 1-0567 —(CH₂)₃— —O— K723 J9 S 1-0568 —(CH₂)₃— —O— K723 J126 S 1-0569 —(CH₂)₃— —O— K723 J129 S 1-0570 —(CH₂)₃— —O— K723 J130 S 1-0571 —(CH₂)₃— —O— K723 J138 S 1-0572 —(CH₂)₃— —O— K723 J140 S 1-0573 —(CH₂)₃— —O— K725 J9 S 1-0574 —(CH₂)₃— —O— K725 J126 S 1-0575 —(CH₂)₃— —O— K725 J129 S 1-0576 —(CH₂)₃— —O— K725 J130 S

TABLE 19 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0577 —(CH₂)₃— —O— K725 J138 S 1-0578 —(CH₂)₃— —O— K725 J140 S 1-0579 —(CH₂)₃— —O— K99 J9 S 1-0580 —(CH₂)₃— —O— K99 J126 S 1-0581 —(CH₂)₃— —O— K99 J129 S 1-0582 —(CH₂)₃— —O— K99 J130 S 1-0583 —(CH₂)₃— —O— K99 J138 S 1-0584 —(CH₂)₃— —O— K99 J140 S 1-0585 —(CH₂)₃— single bond K603 J9 S 1-0586 —(CH₂)₃— single bond K604 J9 S 1-0587 —(CH₂)₃— single bond K605 J9 S 1-0588 —(CH₂)₃— single bond K606 J9 S 1-0589 single bond single bond K1 J1 S 1-0590 single bond single bond K1 J3 S 1-0591 single bond single bond K1 J6 S 1-0592 single bond single bond K1 J9 S 1-0593 single bond single bond K1 J10 S 1-0594 single bond single bond K1 J14 S 1-0595 single bond single bond K1 J19 S 1-0596 single bond single bond K1 J22 S 1-0597 single bond single bond K1 J25 S 1-0598 single bond single bond K1 J29 S 1-0599 single bond single bond K1 J57 S 1-0600 single bond single bond K1 J59 S 1-0601 single bond single bond K1 J70 S 1-0602 single bond single bond K1 J71 S 1-0603 single bond single bond K1 J72 S 1-0604 single bond single bond K1 J74 S 1-0605 single bond single bond K1 J75 S 1-0606 single bond single bond K1 J77 S 1-0607 single bond single bond K1 J78 S 1-0608 single bond single bond K1 J105 S

TABLE 20 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0609 single bond single bond K1 J126 S 1-0610 single bond single bond K1 J129 S 1-0611 single bond single bond K1 J130 S 1-0612 single bond single bond K1 J134 S 1-0613 single bond single bond K1 J138 S 1-0614 single bond single bond K1 J140 S 1-0615 single bond single bond K1 J151 S 1-0616 single bond single bond K1 J165 S 1-0617 single bond single bond K1 J168 S 1-0618 single bond single bond K1 J174 S 1-0619 single bond single bond K1 J176 S 1-0620 single bond single bond K1 J177 S 1-0621 single bond single bond K1 J178 S 1-0622 single bond single bond K1 J185 S 1-0623 single bond single bond K1 J191 S 1-0624 single bond single bond K1 J194 S 1-0625 single bond single bond K1 J195 S 1-0626 single bond single bond K1 J197 S 1-0627 single bond single bond K2 J9 S 1-0628 single bond single bond K2 J10 S 1-0629 single bond single bond K2 J14 S 1-0630 single bond single bond K2 J19 S 1-0631 single bond single bond K2 J22 S 1-0632 single bond single bond K2 J57 S 1-0633 single bond single bond K2 J59 S 1-0634 single bond single bond K2 J70 S 1-0635 single bond single bond K2 J72 S 1-0636 single bond single bond K2 J74 S 1-0637 single bond single bond K2 J75 S 1-0638 single bond single bond K2 J77 S 1-0639 single bond single bond K2 J78 S 1-0640 single bond single bond K2 J126 S

TABLE 21 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0641 single bond single bond K2 J129 S 1-0642 single bond single bond K2 J130 S 1-0643 single bond single bond K2 J138 S 1-0644 single bond single bond K2 J140 S 1-0645 single bond single bond K2 J151 S 1-0646 single bond single bond K2 J174 S 1-0647 single bond single bond K2 J176 S 1-0648 single bond single bond K2 J177 S 1-0649 single bond single bond K2 J178 S 1-0650 single bond single bond K2 J185 S 1-0651 single bond single bond K2 J191 S 1-0652 single bond single bond K2 J194 S 1-0653 single bond single bond K2 J195 S 1-0654 single bond single bond K2 J197 S 1-0655 single bond single bond K3 J9 S 1-0656 single bond single bond K3 J70 S 1-0657 single bond single bond K3 J78 S 1-0658 single bond single bond K3 J130 S 1-0659 single bond single bond K3 J138 S 1-0660 single bond single bond K3 J185 S 1-0661 single bond single bond K4 J9 S 1-0662 single bond single bond K4 J70 S 1-0663 single bond single bond K4 J78 S 1-0664 single bond single bond K4 J130 S 1-0665 single bond single bond K4 J138 S 1-0666 single bond single bond K4 J185 S 1-0667 single bond single bond K99 J22 S 1-0668 single bond single bond K103 J22 S 1-0669 single bond single bond K240 J1 S 1-0670 single bond single bond K240 J6 S 1-0671 single bond single bond K240 J12 S 1-0672 single bond single bond K240 J13 S

TABLE 22 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0673 single bond single bond K240 J15 S 1-0674 single bond single bond K240 J17 S 1-0675 single bond single bond K240 J18 S 1-0676 single bond single bond K240 J19 S 1-0677 —(CH₂)₃— single bond K240 J19 S 1-0678 single bond single bond K240 J20 S 1-0679 single bond single bond K240 J21 S 1-0680 single bond single bond K240 J27 S 1-0681 single bond single bond K240 J30 S 1-0682 single bond single bond K240 J31 S 1-0683 single bond single bond K240 J32 S 1-0684 single bond single bond K240 J33 S 1-0685 single bond single bond K240 J36 S 1-0686 single bond single bond K240 J39 S 1-0687 single bond single bond K240 J41 S 1-0688 single bond single bond K240 J42 S 1-0689 single bond single bond K240 J44 S 1-0690 single bond single bond K240 J45 S 1-0691 single bond single bond K240 J46 S 1-0692 single bond single bond K240 J48 S 1-0693 single bond single bond K240 J49 S 1-0694 single bond single bond K240 J50 S 1-0695 single bond single bond K240 J51 S 1-0696 single bond single bond K240 J52 S 1-0697 single bond single bond K240 J55 S 1-0698 single bond single bond K240 J57 S 1-0699 single bond single bond K240 J58 S 1-0700 single bond single bond K240 J59 S 1-0701 single bond single bond K240 J61 S 1-0702 single bond single bond K240 J62 S 1-0703 single bond single bond K240 J64 S 1-0704 single bond single bond K240 J66 S

TABLE 23 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0705 single bond single bond K240 J67 S 1-0706 single bond single bond K240 J68 S 1-0707 single bond single bond K240 J69 S 1-0708 single bond single bond K240 J71 S 1-0709 single bond single bond K240 J72 S 1-0710 single bond single bond K240 J74 S 1-0711 —(CH₂)₃— single bond K240 J74 S 1-0712 single bond single bond K240 J75 S 1-0713 single bond single bond K240 J77 S 1-0714 single bond single bond K240 J78 S 1-0715 single bond single bond K240 J90 S 1-0716 single bond single bond K240 J126 S 1-0717 single bond single bond K240 J129 S 1-0718 single bond single bond K240 J130 S 1-0719 single bond single bond K240 J138 S 1-0720 single bond single bond K240 J140 S 1-0721 single bond single bond K240 J143 S 1-0722 single bond single bond K240 J145 S 1-0723 single bond single bond K240 J146 S 1-0724 single bond single bond K240 J147 S 1-0725 single bond single bond K240 J148 S 1-0726 single bond single bond K240 J149 S 1-0727 single bond single bond K240 J150 S 1-0728 single bond single bond K240 J151 S 1-0729 single bond single bond K240 J153 S 1-0730 single bond single bond K240 J154 S 1-0731 single bond single bond K240 J155 S 1-0732 single bond single bond K240 J156 S 1-0733 single bond single bond K240 J157 S 1-0734 single bond single bond K240 J158 S 1-0735 single bond single bond K240 J159 S 1-0736 single bond single bond K240 J163 S

TABLE 24 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0737 single bond single bond K240 J165 S 1-0738 single bond single bond K240 J168 S 1-0739 single bond single bond K240 J169 S 1-0740 single bond single bond K240 J170 S 1-0741 single bond single bond K240 J171 S 1-0742 single bond single bond K240 J172 S 1-0743 single bond single bond K240 J173 S 1-0744 single bond single bond K240 J174 S 1-0745 single bond single bond K240 J176 S 1-0746 single bond single bond K240 J177 S 1-0747 single bond single bond K240 J178 S 1-0748 single bond single bond K240 J179 S 1-0749 single bond single bond K240 J180 S 1-0750 single bond single bond K240 J181 S 1-0751 single bond single bond K240 J182 S 1-0752 single bond single bond K240 J183 S 1-0753 single bond single bond K240 J184 S 1-0754 single bond single bond K240 J185 S 1-0755 single bond single bond K240 J191 S 1-0756 single bond single bond K240 J194 S 1-0757 single bond single bond K240 J195 S 1-0758 single bond single bond K240 J197 S 1-0759 single bond single bond K281 J9 S 1-0760 single bond single bond K660 J3 S 1-0761 —CH₂— single bond K11 J126 S 1-0762 —CH₂— single bond K11 J129 S 1-0763 —CH₂— single bond K11 J130 S 1-0764 —CH₂— single bond K11 J138 S 1-0765 —CH₂— single bond K11 J140 S 1-0766 —(CH₂)₂— single bond K11 J126 S 1-0767 —(CH₂)₂— single bond K11 J129 S 1-0768 —(CH₂)₂— single bond K11 J130 S

TABLE 25 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0769 —(CH₂)₂— single bond K11 J138 S 1-0770 —(CH₂)₂— single bond K11 J140 S 1-0771 —(CH₂)₃— single bond K11 J126 S 1-0772 —(CH₂)₃— single bond K11 J129 S 1-0773 —(CH₂)₃— single bond K11 J130 S 1-0774 —(CH₂)₃— single bond K11 J138 S 1-0775 —(CH₂)₃— single bond K11 J140 S 1-0776 —(CH₂)₂— —NH— K240 J1 O 1-0777 —(CH₂)₂— —NH— K240 J3 O 1-0778 —(CH₂)₂— —NH— K240 J10 O 1-0779 —(CH₂)₂— —NH— K240 J14 O 1-0780 —(CH₂)₂— —NH— K240 J19 O 1-0781 —(CH₂)₂— —NH— K240 J22 O 1-0782 —(CH₂)₂— —NH— K240 J25 O 1-0783 —(CH₂)₂— —NH— K240 J29 O 1-0784 —(CH₂)₂— —NH— K240 J57 O 1-0785 —(CH₂)₂— —NH— K240 J59 O 1-0786 —(CH₂)₂— —NH— K240 J70 O 1-0787 —(CH₂)₂— —NH— K240 J72 O 1-0788 —(CH₂)₂— —NH— K240 J74 O 1-0789 —(CH₂)₂— —NH— K240 J75 O 1-0790 —(CH₂)₂— —NH— K240 J77 O 1-0791 —(CH₂)₂— —NH— K240 J78 O 1-0792 —(CH₂)₂— —NH— K240 J126 O 1-0793 —(CH₂)₂— —NH— K240 J129 O 1-0794 —(CH₂)₂— —NH— K240 J130 O 1-0795 —(CH₂)₂— —NH— K240 J138 O 1-0796 —(CH₂)₂— —NH— K240 J140 O 1-0797 —(CH₂)₂— —NH— K240 J151 O 1-0798 —(CH₂)₂— —NH— K240 J165 O 1-0799 —(CH₂)₂— —NH— K240 J168 O 1-0800 —(CH₂)₂— —NH— K240 J174 O

TABLE 26 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0801 —(CH₂)₂— —NH— K240 J176 O 1-0802 —(CH₂)₂— —NH— K240 J177 O 1-0803 —(CH₂)₂— —NH— K240 J178 O 1-0804 —(CH₂)₂— —NH— K240 J185 O 1-0805 —(CH₂)₂— —NH— K240 J191 O 1-0806 —(CH₂)₂— —NH— K240 J193 O 1-0807 —(CH₂)₂— —NH— K240 J195 O 1-0808 —(CH₂)₂— —NH— K240 J197 O 1-0809 —(CH₂)₂— —O— K2 J19 O 1-0810 —(CH₂)₂— —O— K2 J70 O 1-0811 —(CH₂)₂— —O— K2 J78 O 1-0812 —(CH₂)₂— —O— K2 J126 O 1-0813 —(CH₂)₂— —O— K2 J129 O 1-0814 —(CH₂)₂— —O— K2 J130 O 1-0815 —(CH₂)₂— —O— K2 J138 O 1-0816 —(CH₂)₂— —O— K2 J185 O 1-0817 —(CH₂)₂— —O— K4 J9 O 1-0818 —(CH₂)₂— —O— K4 J126 O 1-0819 —(CH₂)₂— —O— K4 J129 O 1-0820 —(CH₂)₂— —O— K4 J130 O 1-0821 —(CH₂)₂— —O— K4 J138 O 1-0822 —(CH₂)₂— —O— K4 J140 O 1-0823 —(CH₂)₂— —O— K240 J70 O 1-0824 —(CH₂)₂— —O— K240 J78 O 1-0825 —(CH₂)₂— —O— K240 J130 O 1-0826 —(CH₂)₂— —O— K240 J138 O 1-0827 —(CH₂)₂— —O— K240 J185 O 1-0828 —(CH₂)₂— single bond K603 J9 O 1-0829 —(CH₂)₂— single bond K603 J140 O 1-0830 —(CH₂)₂— single bond K604 J9 O 1-0831 —(CH₂)₂— single bond K604 J126 O 1-0832 —(CH₂)₂— single bond K605 J9 O

TABLE 27 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0833 —(CH₂)₂— single bond K605 J129 O 1-0834 —(CH₂)₂— single bond K615 J9 O 1-0835 —(CH₂)₂— single bond K615 J130 O 1-0836 —(CH₂)₂— single bond K616 J9 O 1-0837 —(CH₂)₂— single bond K616 J138 O 1-0838 —(CH₂)₃— —NH— K240 J126 O 1-0839 —(CH₂)₃— —NH— K240 J129 O 1-0840 —(CH₂)₃— —NH— K240 J130 O 1-0841 —(CH₂)₃— —NH— K240 J138 O 1-0842 —(CH₂)₃— —NH— K240 J140 O 1-0843 —(CH₂)₃— —O— K1 J22 O 1-0844 —(CH₂)₃— —O— K2 J22 O 1-0845 —(CH₂)₃— —O— K4 J1 O 1-0846 —(CH₂)₃— —O— K4 J10 O 1-0847 —(CH₂)₃— —O— K4 J10 S 1-0848 —(CH₂)₃— —O— K4 J19 O 1-0849 —(CH₂)₃— —O— K4 J57 O 1-0850 —(CH₂)₃— —O— K4 J70 O 1-0851 —(CH₂)₃— —O— K4 J71 O 1-0852 —(CH₂)₃— —O— K4 J78 O 1-0853 —(CH₂)₃— —O— K4 J126 O 1-0854 —(CH₂)₃— —O— K4 J126 S 1-0855 —(CH₂)₃— —O— K4 J129 O 1-0856 —(CH₂)₃— —O— K4 J129 S 1-0857 —(CH₂)₃— —O— K4 J130 O 1-0858 —(CH₂)₃— —O— K4 J134 O 1-0859 —(CH₂)₃— —O— K4 J138 O 1-0860 —(CH₂)₃— —O— K4 J140 O 1-0861 —(CH₂)₃— —O— K4 J178 O 1-0862 —(CH₂)₂— —O— K4 J178 O 1-0863 —(CH₂)₃— —O— K4 J185 O 1-0864 —(CH₂)₃— —O— K4 J186 O

TABLE 28 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0865 —(CH₂)₃— —O— K4 J187 O 1-0866 —(CH₂)₃— —O— K4 J189 O 1-0867 —(CH₂)₃— —O— K4 J190 O 1-0868 —(CH₂)₃— —O— K4 J191 O 1-0869 —(CH₂)₃— —O— K4 J192 O 1-0870 —(CH₂)₃— —O— K4 J193 O 1-0871 —(CH₂)₃— —O— K11 J9 O 1-0872 —(CH₂)₃— —O— K11 J126 O 1-0873 —(CH₂)₃— —O— K11 J129 O 1-0874 —(CH₂)₃— —O— K11 J130 O 1-0875 —(CH₂)₃— —O— K11 J138 O 1-0876 —(CH₂)₃— —O— K11 J140 O 1-0877 —(CH₂)₃— —O— K34 J9 O 1-0878 —(CH₂)₃— —O— K34 J126 O 1-0879 —(CH₂)₃— —O— K34 J129 O 1-0880 —(CH₂)₃— —O— K34 J130 O 1-0881 —(CH₂)₃— —O— K34 J138 O 1-0882 —(CH₂)₃— —O— K34 J140 O 1-0883 —(CH₂)₃— —O— K49 J9 O 1-0884 —(CH₂)₃— —O— K49 J126 O 1-0885 —(CH₂)₃— —O— K49 J129 O 1-0886 —(CH₂)₃— —O— K49 J130 O 1-0887 —(CH₂)₃— —O— K49 J138 O 1-0888 —(CH₂)₃— —O— K49 J140 O 1-0889 —(CH₂)₃— —O— K103 J9 O 1-0890 —(CH₂)₃— —O— K103 J126 O 1-0891 —(CH₂)₃— —O— K103 J129 O 1-0892 —(CH₂)₃— —O— K103 J130 O 1-0893 —(CH₂)₃— —O— K103 J138 O 1-0894 —(CH₂)₃— —O— K103 J140 O 1-0895 —(CH₂)₃— —O— K240 J70 O 1-0896 —(CH₂)₃— —O— K240 J78 O

TABLE 29 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0897 —(CH₂)₃— —O— K240 J130 O 1-0898 —(CH₂)₃— —O— K240 J138 O 1-0899 —(CH₂)₃— —O— K240 J185 O 1-0900 —(CH₂)₃— —O— K723 J9 O 1-0901 —(CH₂)₃— —O— K723 J126 O 1-0902 —(CH₂)₃— —O— K723 J129 O 1-0903 —(CH₂)₃— —O— K723 J130 O 1-0904 —(CH₂)₃— —O— K723 J138 O 1-0905 —(CH₂)₃— —O— K723 J140 O 1-0906 —(CH₂)₃— —O— K725 J9 O 1-0907 —(CH₂)₃— —O— K725 J126 O 1-0908 —(CH₂)₃— —O— K725 J129 O 1-0909 —(CH₂)₃— —O— K725 J130 O 1-0910 —(CH₂)₃— —O— K725 J138 O 1-0911 —(CH₂)₃— —O— K725 J140 O 1-0912 —(CH₂)₃— —O— K99 J9 O 1-0913 —(CH₂)₃— —O— K99 J126 O 1-0914 —(CH₂)₃— —O— K99 J129 O 1-0915 —(CH₂)₃— —O— K99 J130 O 1-0916 —(CH₂)₃— —O— K99 J138 O 1-0917 —(CH₂)₃— —O— K99 J140 O 1-0918 —(CH₂)₃— single bond K603 J9 O 1-0919 —(CH₂)₃— single bond K604 J9 O 1-0920 —(CH₂)₃— single bond K605 J9 O 1-0921 —(CH₂)₃— single bond K606 J9 O 1-0922 single bond single bond K1 J1 O 1-0923 single bond single bond K1 J3 O 1-0924 single bond single bond K1 J6 O 1-0925 single bond single bond K1 J9 O 1-0926 single bond single bond K1 J10 O 1-0927 single bond single bond K1 J14 O 1-0928 single bond single bond K1 J19 O

TABLE 30 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0929 single bond single bond K1 J22 O 1-0930 single bond single bond K1 J25 O 1-0931 single bond single bond K1 J29 O 1-0932 single bond single bond K1 J57 O 1-0933 single bond single bond K1 J59 O 1-0934 single bond single bond K1 J70 O 1-0935 single bond single bond K1 J71 O 1-0936 single bond single bond K1 J72 O 1-0937 single bond single bond K1 J74 O 1-0938 single bond single bond K1 J75 O 1-0939 single bond single bond K1 J77 O 1-0940 single bond single bond K1 J78 O 1-0941 single bond single bond K1 J105 O 1-0942 single bond single bond K1 J126 O 1-0943 single bond single bond K1 J129 O 1-0944 single bond single bond K1 J130 O 1-0945 single bond single bond K1 J134 O 1-0946 single bond single bond K1 J138 O 1-0947 single bond single bond K1 J140 O 1-0948 single bond single bond K1 J151 O 1-0949 single bond single bond K1 J165 O 1-0950 single bond single bond K1 J168 O 1-0951 single bond single bond K1 J174 O 1-0952 single bond single bond K1 J176 O 1-0953 single bond single bond K1 J177 O 1-0954 single bond single bond K1 J178 O 1-0955 single bond single bond K1 J185 O 1-0956 single bond single bond K1 J191 O 1-0957 single bond single bond K1 J194 O 1-0958 single bond single bond K1 J195 O 1-0959 single bond single bond K1 J197 O 1-0960 single bond single bond K2 J9 O

TABLE 31 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0961 single bond single bond K2 J10 O 1-0962 single bond single bond K2 J14 O 1-0963 single bond single bond K2 J19 O 1-0964 single bond single bond K2 J22 O 1-0965 single bond single bond K2 J57 O 1-0966 single bond single bond K2 J59 O 1-0967 single bond single bond K2 J70 O 1-0968 single bond single bond K2 J72 O 1-0969 single bond single bond K2 J74 O 1-0970 single bond single bond K2 J75 O 1-0971 single bond single bond K2 J77 O 1-0972 single bond single bond K2 J78 O 1-0973 single bond single bond K2 J126 O 1-0974 single bond single bond K2 J129 O 1-0975 single bond single bond K2 J130 O 1-0976 single bond single bond K2 J138 O 1-0977 single bond single bond K2 J140 O 1-0978 single bond single bond K2 J151 O 1-0979 single bond single bond K2 J174 O 1-0980 single bond single bond K2 J176 O 1-0981 single bond single bond K2 J177 O 1-0982 single bond single bond K2 J178 O 1-0983 single bond single bond K2 J185 O 1-0984 single bond single bond K2 J191 O 1-0985 single bond single bond K2 J194 O 1-0986 single bond single bond K2 J195 O 1-0987 single bond single bond K2 J197 O 1-0988 single bond single bond K3 J9 O 1-0989 single bond single bond K3 J70 O 1-0990 single bond single bond K3 J78 O 1-0991 single bond single bond K3 J130 O 1-0992 single bond single bond K3 J138 O

TABLE 32 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0993 single bond single bond K3 J185 O 1-0994 single bond single bond K4 J9 O 1-0995 single bond single bond K4 J70 O 1-0996 single bond single bond K4 J78 O 1-0997 single bond single bond K4 J130 O 1-0998 single bond single bond K4 J138 O 1-0999 single bond single bond K4 J185 O 1-1000 single bond single bond K99 J22 O 1-1001 single bond single bond K103 J22 O 1-1002 single bond single bond K240 J77 O 1-1003 single bond single bond K240 J78 O 1-1004 single bond single bond K240 J90 O 1-1005 single bond single bond K240 J126 O 1-1006 single bond single bond K240 J129 O 1-1007 single bond single bond K240 J130 O 1-1008 single bond single bond K240 J138 O 1-1009 single bond single bond K240 J140 O 1-1010 single bond single bond K240 J143 O 1-1011 single bond single bond K240 J145 O 1-1012 single bond single bond K240 J146 O 1-1013 single bond single bond K240 J147 O 1-1014 single bond single bond K240 J148 O 1-1015 single bond single bond K240 J149 O 1-1016 single bond single bond K240 J150 O 1-1017 single bond single bond K240 J151 O 1-1018 single bond single bond K240 J153 O 1-1019 single bond single bond K240 J154 O 1-1020 single bond single bond K240 J155 O 1-1021 single bond single bond K240 J156 O 1-1022 single bond single bond K240 J157 O 1-1023 single bond single bond K240 J158 O 1-1024 single bond single bond K240 J159 O

TABLE 33 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-1025 single bond single bond K240 J163 O 1-1026 single bond single bond K240 J165 O 1-1027 single bond single bond K240 J168 O 1-1028 single bond single bond K240 J169 O 1-1029 single bond single bond K240 J170 O 1-1030 single bond single bond K240 J171 O 1-1031 single bond single bond K240 J172 O 1-1032 single bond single bond K240 J173 O 1-1033 single bond single bond K240 J174 O 1-1034 single bond single bond K240 J176 O 1-1035 single bond single bond K240 J177 O 1-1036 single bond single bond K240 J178 O 1-1037 single bond single bond K240 J179 O 1-1038 single bond single bond K240 J180 O 1-1039 single bond single bond K240 J181 O 1-1040 single bond single bond K240 J182 O 1-1041 single bond single bond K240 J183 O 1-1042 single bond single bond K240 J184 O 1-1043 single bond single bond K240 J185 O 1-1044 single bond single bond K240 J191 O 1-1045 single bond single bond K240 J194 O 1-1046 single bond single bond K240 J195 O 1-1047 single bond single bond K240 J197 O 1-1048 single bond single bond K281 J9 O 1-1049 single bond single bond K660 J3 O 1-1050 —CH₂— single bond K11 J126 O 1-1051 —CH₂— single bond K11 J129 O 1-1052 —CH₂— single bond K11 J130 O 1-1053 —CH₂— single bond K11 J138 O 1-1054 —CH₂— single bond K11 J140 O 1-1055 —(CH₂)₂— single bond K11 J126 O 1-1056 —(CH₂)₂— single bond K11 J129 O

TABLE 34 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-1057 —(CH₂)₂— single bond K11 J130 O 1-1058 —(CH₂)₂— single bond K11 J138 O 1-1059 —(CH₂)₂— single bond K11 J140 O 1-1060 —(CH₂)₃— single bond K11 J126 O 1-1061 —(CH₂)₃— single bond K11 J129 O 1-1062 —(CH₂)₃— single bond K11 J130 O 1-1063 —(CH₂)₃— single bond K11 J138 O 1-1064 —(CH₂)₃— single bond K11 J140 O 1-1065 —(CH₂)₃— —O— K99 J9 O 1-1066 —(CH₂)₃— —O— K1 J12 O 1-1067 single bond single bond K1 J12 O 1-1068 —(CH₂)₃— —O— K4 J12 O 1-1069 —(CH₂)₂— —O— K2 J12 O 1-1070 single bond single bond K103 J12 O 1-1071 single bond single bond K99 J12 O 1-1072 —(CH₂)₃— —O— K4 J6 O 1-1073 —(CH₂)₃— —O— K4 J212 O 1-1074 —(CH₂)₃— —O— K1 J10 O 1-1075 —(CH₂)₃— —O— K99 J9 S 1-1076 —(CH₂)₃— —O— K2 J10 S 1-1077 —(CH₂)₃— —O— K4 J209 O 1-1078 —(CH₂)₃— —O— K4 J210 S 1-1079 —(CH₂)₃— —O— K4 J211 O 1-1080 —(CH₂)₃— —O— K4 J211 S 1-1081 —(CH₂)₃— —NH— K240 J78 O 1-1082 —(CH₂)₃— —NH— K240 J78 S 1-1083 —(CH₂)₂— —NH— K1 J9 S

TABLE 35 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0001 —(CH₂)₂— —NH—C(═O)— K4 J4 O 2-0002 —(CH₂)₂— —NH—C(═O)— K4 J4 S 2-0003 —(CH₂)₂— —NH—C(═O)— K4 J23 O 2-0004 —(CH₂)₂— —NH—C(═O)— K4 J23 S 2-0005 —(CH₂)₂— —NH—C(═O)— K4 J71 O 2-0006 —(CH₂)₂— —NH—C(═O)— K4 J71 S 2-0007 —(CH₂)₂— —NH—C(═O)— K11 J9 O 2-0008 —(CH₂)₂— —NH—C(═O)— K13 J4 O 2-0009 —(CH₂)₂— —NH—C(═O)— K13 J4 S 2-0010 —(CH₂)₂— —NH—C(═O)— K13 J9 O 2-0011 —(CH₂)₂— —NH—C(═O)— K13 J23 O 2-0012 —(CH₂)₂— —NH—C(═O)— K13 J23 S 2-0013 —(CH₂)₂— —NH—C(═O)— K13 J71 O 2-0014 —(CH₂)₂— —NH—C(═O)— K13 J71 S 2-0015 —(CH₂)₂— —NH—C(═O)— K14 J9 O 2-0016 —(CH₂)₂— —NH—C(═O)— K28 J9 O 2-0017 —(CH₂)₂— —NH—C(═O)— K30 J9 O 2-0018 —(CH₂)₂— —NH—C(═O)— K31 J9 O 2-0019 —(CH₂)₂— —NH—C(═O)— K24 J9 O 2-0020 —(CH₂)₂— —NH—C(═O)— K35 J4 O 2-0021 —(CH₂)₂— —NH—C(═O)— K35 J4 S 2-0022 —(CH₂)₂— —NH—C(═O)— K35 J23 O 2-0023 —(CH₂)₂— —NH—C(═O)— K35 J23 S 2-0024 —(CH₂)₂— —NH—C(═O)— K35 J71 O 2-0025 —(CH₂)₂— —NH—C(═O)— K35 J71 S 2-0026 —(CH₂)₂— —NH—C(═O)— K49 J9 O 2-0027 —(CH₂)₂— —NH—C(═O)— K51 J102 O 2-0028 —(CH₂)₂— —NH—C(═O)— K51 J102 S 2-0029 —(CH₂)₂— —NH—C(═O)— K51 J105 O 2-0030 —(CH₂)₂— —NH—C(═O)— K51 J105 S 2-0031 —(CH₂)₂— —NH—C(═O)— K60 J9 O 2-0032 —(CH₂)₂— —NH—C(═O)— K62 J9 O

TABLE 36 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0033 —(CH₂)₂— —NH—C(═O)— K71 J9 O 2-0034 —(CH₂)₂— —NH—C(═O)— K72 J9 O 2-0035 —(CH₂)₂— —NH—C(═O)— K82 J9 O 2-0036 —(CH₂)₂— —NH—C(═O)— K83 J9 O 2-0037 —(CH₂)₂— —NH—C(═O)— K84 J9 O 2-0038 —(CH₂)₂— —NH—C(═O)— K110 J4 O 2-0039 —(CH₂)₂— —NH—C(═O)— K110 J4 S 2-0040 —(CH₂)₂— —NH—C(═O)— K110 J23 O 2-0041 —(CH₂)₂— —NH—C(═O)— K110 J23 S 2-0042 —(CH₂)₂— —NH—C(═O)— K110 J71 O 2-0043 —(CH₂)₂— —NH—C(═O)— K110 J71 S 2-0044 —(CH₂)₂— —NH—C(═O)— K114 J102 O 2-0045 —(CH₂)₂— —NH—C(═O)— K114 J102 S 2-0046 —(CH₂)₂— —NH—C(═O)— K114 J105 O 2-0047 —(CH₂)₂— —NH—C(═O)— K114 J105 S 2-0048 —(CH₂)₂— —NH—C(═O)— K116 J4 O 2-0049 —(CH₂)₂— —NH—C(═O)— K116 J4 S 2-0050 —(CH₂)₂— —NH—C(═O)— K116 J23 O 2-0051 —(CH₂)₂— —NH—C(═O)— K116 J23 S 2-0052 —(CH₂)₂— —NH—C(═O)— K116 J71 O 2-0053 —(CH₂)₂— —NH—C(═O)— K116 J71 S 2-0054 —(CH₂)₂— —NH—C(═O)— K122 J102 O 2-0055 —(CH₂)₂— —NH—C(═O)— K122 J102 S 2-0056 —(CH₂)₂— —NH—C(═O)— K122 J105 O 2-0057 —(CH₂)₂— —NH—C(═O)— K122 J105 S 2-0058 —(CH₂)₂— —NH—C(═O)— K127 J9 O 2-0059 —(CH₂)₃— —NH—C(═O)— K7 J9 O 2-0060 —(CH₂)₃— —NH—C(═O)— K11 J9 O 2-0061 —(CH₂)₃— —NH—C(═O)— K12 J9 O 2-0062 —(CH₂)₃— —NH—C(═O)— K13 J9 O 2-0063 —(CH₂)₃— —NH—C(═O)— K14 J9 O 2-0064 —(CH₂)₃— —NH—C(═O)— K24 J3 O

TABLE 37 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0065 —(CH₂)₃— —NH—C(═O)— K24 J3 S 2-0066 —(CH₂)₃— —NH—C(═O)— K24 J22 O 2-0067 —(CH₂)₃— —NH—C(═O)— K24 J22 S 2-0068 —(CH₂)₃— —NH—C(═O)— K24 J28 O 2-0069 —(CH₂)₃— —NH—C(═O)— K24 J28 S 2-0070 —(CH₂)₃— —NH—C(═O)— K24 J70 O 2-0071 —(CH₂)₃— —NH—C(═O)— K24 J70 S 2-0072 —(CH₂)₃— —NH—C(═O)— K28 J9 O 2-0073 —(CH₂)₃— —NH—C(═O)— K29 J9 O 2-0074 —(CH₂)₃— —NH—C(═O)— K30 J9 O 2-0075 —(CH₂)₃— —NH—C(═O)— K31 J9 O 2-0076 —(CH₂)₃— —NH—C(═O)— K34 J3 O 2-0077 —(CH₂)₃— —NH—C(═O)— K34 J3 S 2-0078 —(CH₂)₃— —NH—C(═O)— K34 J22 O 2-0079 —(CH₂)₃— —NH—C(═O)— K34 J22 S 2-0080 —(CH₂)₃— —NH—C(═O)— K34 J28 O 2-0081 —(CH₂)₃— —NH—C(═O)— K34 J28 S 2-0082 —(CH₂)₃— —NH—C(═O)— K34 J70 O 2-0083 —(CH₂)₃— —NH—C(═O)— K34 J70 S 2-0084 —(CH₂)₃— —NH—C(═O)— K36 J3 O 2-0085 —(CH₂)₃— —NH—C(═O)— K36 J3 S 2-0086 —(CH₂)₃— —NH—C(═O)— K36 J22 O 2-0087 —(CH₂)₃— —NH—C(═O)— K36 J22 S 2-0088 —(CH₂)₃— —NH—C(═O)— K36 J28 O 2-0089 —(CH₂)₃— —NH—C(═O)— K36 J28 S 2-0090 —(CH₂)₃— —NH—C(═O)— K36 J70 O 2-0091 —(CH₂)₃— —NH—C(═O)— K36 J70 S 2-0092 —(CH₂)₃— —NH—C(═O)— K49 J9 O 2-0093 —(CH₂)₃— —NH—C(═O)— K71 J9 O 2-0094 —(CH₂)₃— —NH—C(═O)— K72 J3 O 2-0095 —(CH₂)₃— —NH—C(═O)— K72 J3 S 2-0096 —(CH₂)₃— —NH—C(═O)— K72 J9 O

TABLE 38 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0097 —(CH₂)₃— —NH—C(═O)— K72 J22 O 2-0098 —(CH₂)₃— —NH—C(═O)— K72 J22 S 2-0099 —(CH₂)₃— —NH—C(═O)— K72 J28 O 2-0100 —(CH₂)₃— —NH—C(═O)— K72 J28 S 2-0101 —(CH₂)₃— —NH—C(═O)— K72 J70 O 2-0102 —(CH₂)₃— —NH—C(═O)— K72 J70 S 2-0103 —(CH₂)₃— —NH—C(═O)— K72 J103 O 2-0104 —(CH₂)₃— —NH—C(═O)— K72 J103 S 2-0105 —(CH₂)₃— —NH—C(═O)— K72 J120 O 2-0106 —(CH₂)₃— —NH—C(═O)— K72 J120 S 2-0107 —(CH₂)₃— —NH—C(═O)— K72 J122 O 2-0108 —(CH₂)₃— —NH—C(═O)— K72 J122 S 2-0109 —(CH₂)₃— —NH—C(═O)— K74 J3 O 2-0110 —(CH₂)₃— —NH—C(═O)— K74 J3 S 2-0111 —(CH₂)₃— —NH—C(═O)— K74 J22 O 2-0112 —(CH₂)₃— —NH—C(═O)— K74 J22 S 2-0113 —(CH₂)₃— —NH—C(═O)— K74 J28 O 2-0114 —(CH₂)₃— —NH—C(═O)— K74 J28 S 2-0115 —(CH₂)₃— —NH—C(═O)— K74 J70 O 2-0116 —(CH₂)₃— —NH—C(═O)— K74 J70 S 2-0117 —(CH₂)₃— —NH—C(═O)— K83 J9 O 2-0118 —(CH₂)₃— —NH—C(═O)— K86 J3 O 2-0119 —(CH₂)₃— —NH—C(═O)— K86 J3 S 2-0120 —(CH₂)₃— —NH—C(═O)— K86 J22 O 2-0121 —(CH₂)₃— —NH—C(═O)— K86 J22 S 2-0122 —(CH₂)₃— —NH—C(═O)— K86 J28 O 2-0123 —(CH₂)₃— —NH—C(═O)— K86 J28 S 2-0124 —(CH₂)₃— —NH—C(═O)— K86 J70 O 2-0125 —(CH₂)₃— —NH—C(═O)— K86 J70 S 2-0126 —(CH₂)₃— —NH—C(═O)— K86 J103 O 2-0127 —(CH₂)₃— —NH—C(═O)— K86 J103 S 2-0128 —(CH₂)₃— —NH—C(═O)— K86 J120 O

TABLE 39 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0129 —(CH₂)₃— —NH—C(═O)— K86 J120 S 2-0130 —(CH₂)₃— —NH—C(═O)— K86 J122 O 2-0131 —(CH₂)₃— —NH—C(═O)— K86 J122 S 2-0132 —(CH₂)₃— —NH—C(═O)— K91 J3 O 2-0133 —(CH₂)₃— —NH—C(═O)— K91 J3 S 2-0134 —(CH₂)₃— —NH—C(═O)— K91 J22 O 2-0135 —(CH₂)₃— —NH—C(═O)— K91 J22 S 2-0136 —(CH₂)₃— —NH—C(═O)— K91 J28 O 2-0137 —(CH₂)₃— —NH—C(═O)— K91 J28 S 2-0138 —(CH₂)₃— —NH—C(═O)— K91 J70 O 2-0139 —(CH₂)₃— —NH—C(═O)— K91 J70 S 2-0140 —(CH₂)₃— —NH—C(═O)— K91 J103 O 2-0141 —(CH₂)₃— —NH—C(═O)— K91 J103 S 2-0142 —(CH₂)₃— —NH—C(═O)— K91 J120 O 2-0143 —(CH₂)₃— —NH—C(═O)— K91 J120 S 2-0144 —(CH₂)₃— —NH—C(═O)— K91 J122 O 2-0145 —(CH₂)₃— —NH—C(═O)— K91 J122 S 2-0146 —(CH₂)₃— —NH—C(═O)— K100 J9 O 2-0147 —(CH₂)₃— —NH—C(═O)— K106 J9 O 2-0148 —(CH₂)₃— —NH—C(═O)— K114 J3 O 2-0149 —(CH₂)₃— —NH—C(═O)— K114 J3 S 2-0150 —(CH₂)₃— —NH—C(═O)— K114 J22 O 2-0151 —(CH₂)₃— —NH—C(═O)— K114 J22 S 2-0152 —(CH₂)₃— —NH—C(═O)— K114 J28 O 2-0153 —(CH₂)₃— —NH—C(═O)— K114 J28 S 2-0154 —(CH₂)₃— —NH—C(═O)— K114 J70 O 2-0155 —(CH₂)₃— —NH—C(═O)— K114 J70 S 2-0156 —(CH₂)₃— —NH—C(═O)— K127 J9 O 2-0157 —(CH₂)₄— —NH—C(═O)— K8 J2 O 2-0158 —(CH₂)₄— —NH—C(═O)— K8 J2 S 2-0159 —(CH₂)₄— —NH—C(═O)— K8 J21 O 2-0160 —(CH₂)₄— —NH—C(═O)— K8 J21 S

TABLE 40 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0161 —(CH₂)₄— —NH—C(═O)— K8 J76 O 2-0162 —(CH₂)₄— —NH—C(═O)— K8 J76 S 2-0163 —(CH₂)₄— —NH—C(═O)— K15 J2 O 2-0164 —(CH₂)₄— —NH—C(═O)— K15 J2 S 2-0165 —(CH₂)₄— —NH—C(═O)— K15 J21 O 2-0166 —(CH₂)₄— —NH—C(═O)— K15 J21 S 2-0167 —(CH₂)₄— —NH—C(═O)— K15 J76 O 2-0168 —(CH₂)₄— —NH—C(═O)— K15 J76 S 2-0169 —(CH₂)₄— —NH—C(═O)— K37 J116 O 2-0170 —(CH₂)₄— —NH—C(═O)— K37 J116 S 2-0171 —(CH₂)₄— —NH—C(═O)— K37 J121 O 2-0172 —(CH₂)₄— —NH—C(═O)— K37 J121 S 2-0173 —(CH₂)₄— —NH—C(═O)— K37 J124 O 2-0174 —(CH₂)₄— —NH—C(═O)— K37 J124 S 2-0175 —(CH₂)₄— —NH—C(═O)— K63 J116 O 2-0176 —(CH₂)₄— —NH—C(═O)— K63 J116 S 2-0177 —(CH₂)₄— —NH—C(═O)— K63 J121 O 2-0178 —(CH₂)₄— —NH—C(═O)— K63 J121 S 2-0179 —(CH₂)₄— —NH—C(═O)— K63 J124 O 2-0180 —(CH₂)₄— —NH—C(═O)— K63 J124 S 2-0181 —(CH₂)₄— —NH—C(═O)— K79 J2 O 2-0182 —(CH₂)₄— —NH—C(═O)— K79 J2 S 2-0183 —(CH₂)₄— —NH—C(═O)— K79 J21 O 2-0184 —(CH₂)₄— —NH—C(═O)— K79 J21 S 2-0185 —(CH₂)₄— —NH—C(═O)— K79 J76 O 2-0186 —(CH₂)₄— —NH—C(═O)— K79 J76 S 2-0187 —(CH₂)₄— —NH—C(═O)— K91 J2 O 2-0188 —(CH₂)₄— —NH—C(═O)— K91 J2 S 2-0189 —(CH₂)₄— —NH—C(═O)— K91 J21 O 2-0190 —(CH₂)₄— —NH—C(═O)— K91 J21 S 2-0191 —(CH₂)₄— —NH—C(═O)— K91 J76 O 2-0192 —(CH₂)₄— —NH—C(═O)— K91 J76 S

TABLE 41 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 2-0193 —(CH₂)₄— —NH—C(═O)— K111 J2 O 2-0194 —(CH₂)₄— —NH—C(═O)— K111 J2 S 2-0195 —(CH₂)₄— —NH—C(═O)— K111 J21 O 2-0196 —(CH₂)₄— —NH—C(═O)— K111 J21 S 2-0197 —(CH₂)₄— —NH—C(═O)— K111 J76 O 2-0198 —(CH₂)₄— —NH—C(═O)— K111 J76 S 2-0199 —(CH₂)₂— —NH—C(═O)—O— K5 J9 O 2-0200 —(CH₂)₂— —NH—C(═O)—O— K24 J11 O 2-0201 —(CH₂)₂— —NH—C(═O)—O— K24 J11 S 2-0202 —(CH₂)₂— —NH—C(═O)—O— K24 J64 O 2-0203 —(CH₂)₂— —NH—C(═O)—O— K24 J64 S 2-0204 —(CH₂)₂— —NH—C(═O)—O— K116 J11 O 2-0205 —(CH₂)₂— —NH—C(═O)—O— K116 J11 S 2-0206 —(CH₂)₂— —NH—C(═O)—O— K116 J64 O 2-0207 —(CH₂)₂— —NH—C(═O)—O— K116 J64 S 2-0208 —(CH₂)₃— —NH—C(═O)—O— K5 J9 O 2-0209 —(CH₂)₃— —NH—C(═O)—O— K34 J19 O 2-0210 —(CH₂)₃— —NH—C(═O)—O— K34 J19 S 2-0211 —(CH₂)₃— —NH—C(═O)—O— K34 J34 O 2-0212 —(CH₂)₃— —NH—C(═O)—O— K34 J34 S 2-0213 —(CH₂)₃— —NH—C(═O)—O— K91 J19 O 2-0214 —(CH₂)₃— —NH—C(═O)—O— K91 J19 S 2-0215 —(CH₂)₃— —NH—C(═O)—O— K91 J34 O 2-0216 —(CH₂)₃— —NH—C(═O)—O— K91 J34 S 2-0217 —(CH₂)₄— —NH—C(═O)—O— K35 J20 O 2-0218 —(CH₂)₄— —NH—C(═O)—O— K35 J20 S 2-0219 —(CH₂)₄— —NH—C(═O)—O— K35 J82 O 2-0220 —(CH₂)₄— —NH—C(═O)—O— K35 J82 S 2-0221 —(CH₂)₄— —NH—C(═O)—O— K94 J20 O 2-0222 —(CH₂)₄— —NH—C(═O)—O— K94 J20 S 2-0223 —(CH₂)₄— —NH—C(═O)—O— K94 J82 O 2-0224 —(CH₂)₄— —NH—C(═O)—O— K94 J82 S

TABLE 42 Com- pound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 2-0225 —(CH₂)₂— —NH—C(═O)—NH— K27 J26 O 2-0226 —(CH₂)₂— —NH—C(═O)—NH— K27 J26 S 2-0227 —(CH₂)₂— —NH—C(═O)—NH— K27 J31 O 2-0228 —(CH₂)₂— —NH—C(═O)—NH— K27 J31 S 2-0229 —(CH₂)₂— —NH—C(═O)—NH— K27 J73 O 2-0230 —(CH₂)₂— —NH—C(═O)—NH— K27 J73 S 2-0231 —(CH₂)₂— —NH—C(═O)—NH— K27 J119 O 2-0232 —(CH₂)₂— —NH—C(═O)—NH— K27 J119 S 2-0233 —(CH₂)₂— —NH—C(═O)—NH— K27 J123 O 2-0234 —(CH₂)₂— —NH—C(═O)—NH— K27 J123 S 2-0235 —(CH₂)₂— —NH—C(═O)—NH— K36 J26 O 2-0236 —(CH₂)₂— —NH—C(═O)—NH— K36 J26 S 2-0237 —(CH₂)₂— —NH—C(═O)—NH— K36 J31 O 2-0238 —(CH₂)₂— —NH—C(═O)—NH— K36 J31 S 2-0239 —(CH₂)₂— —NH—C(═O)—NH— K36 J73 O 2-0240 —(CH₂)₂— —NH—C(═O)—NH— K36 J73 S 2-0241 —(CH₂)₂— —NH—C(═O)—NH— K112 J119 O 2-0242 —(CH₂)₂— —NH—C(═O)—NH— K112 J119 S 2-0243 —(CH₂)₂— —NH—C(═O)—NH— K112 J123 O 2-0244 —(CH₂)₂— —NH—C(═O)—NH— K112 J123 S 2-0245 —(CH₂)₂— —NH—C(═O)—NH— K119 J26 O 2-0246 —(CH₂)₂— —NH—C(═O)—NH— K119 J26 S 2-0247 —(CH₂)₂— —NH—C(═O)—NH— K119 J31 O 2-0248 —(CH₂)₂— —NH—C(═O)—NH— K119 J31 S 2-0249 —(CH₂)₂— —NH—C(═O)—NH— K119 J73 O 2-0250 —(CH₂)₂— —NH—C(═O)—NH— K119 J73 S 2-0251 —(CH₂)₃— —NH—C(═O)—NH— K35 J3 O 2-0252 —(CH₂)₃— —NH—C(═O)—NH— K35 J3 S 2-0253 —(CH₂)₃— —NH—C(═O)—NH— K35 J22 O 2-0254 —(CH₂)₃— —NH—C(═O)—NH— K35 J22 S 2-0255 —(CH₂)₃— —NH—C(═O)—NH— K35 J34 O 2-0256 —(CH₂)₃— —NH—C(═O)—NH— K35 J34 S

TABLE 43 Com- pound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0257 —(CH₂)₃— —NH—C(═O)—NH— K36 J3 O 2-0258 —(CH₂)₃— —NH—C(═O)—NH— K36 J3 S 2-0259 —(CH₂)₃— —NH—C(═O)—NH— K36 J22 O 2-0260 —(CH₂)₃— —NH—C(═O)—NH— K36 J22 S 2-0261 —(CH₂)₃— —NH—C(═O)—NH— K36 J34 O 2-0262 —(CH₂)₃— —NH—C(═O)—NH— K36 J34 S 2-0263 —(CH₂)₃— —NH—C(═O)—NH— K73 J96 O 2-0264 —(CH₂)₃— —NH—C(═O)—NH— K73 J96 S 2-0265 —(CH₂)₃— —NH—C(═O)—NH— K73 J104 O 2-0266 —(CH₂)₃— —NH—C(═O)—NH— K73 J104 S 2-0267 —(CH₂)₃— —NH—C(═O)—NH— K73 J117 O 2-0268 —(CH₂)₃— —NH—C(═O)—NH— K73 J117 S 2-0269 —(CH₂)₃— —NH—C(═O)—NH— K79 J96 O 2-0270 —(CH₂)₃— —NH—C(═O)—NH— K79 J96 S 2-0271 —(CH₂)₃— —NH—C(═O)—NH— K79 J104 O 2-0272 —(CH₂)₃— —NH—C(═O)—NH— K79 J104 S 2-0273 —(CH₂)₃— —NH—C(═O)—NH— K79 J117 O 2-0274 —(CH₂)₃— —NH—C(═O)—NH— K79 J117 S 2-0275 —(CH₂)₃— —NH—C(═O)—NH— K91 J3 O 2-0276 —(CH₂)₃— —NH—C(═O)—NH— K91 J3 S 2-0277 —(CH₂)₃— —NH—C(═O)—NH— K91 J22 O 2-0278 —(CH₂)₃— —NH—C(═O)—NH— K91 J22 S 2-0279 —(CH₂)₃— —NH—C(═O)—NH— K91 J34 O 2-0280 —(CH₂)₃— —NH—C(═O)—NH— K91 J34 S 2-0281 —(CH₂)₃— —NH—C(═O)—NH— K96 J96 O 2-0282 —(CH₂)₃— —NH—C(═O)—NH— K96 J96 S 2-0283 —(CH₂)₃— —NH—C(═O)—NH— K96 J104 O 2-0284 —(CH₂)₃— —NH—C(═O)—NH— K96 J104 S 2-0285 —(CH₂)₃— —NH—C(═O)—NH— K96 J117 O 2-0286 —(CH₂)₃— —NH—C(═O)—NH— K96 J117 S 2-0287 —(CH₂)₃— —NH—C(═O)—NH— K114 J3 O 2-0288 —(CH₂)₃— —NH—C(═O)—NH— K114 J3 S

TABLE 44 Com- pound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0289 —(CH₂)₃— —NH—C(═O)—NH— K114 J22 O 2-0290 —(CH₂)₃— —NH—C(═O)—NH— K114 J22 S 2-0291 —(CH₂)₃— —NH—C(═O)—NH— K114 J34 O 2-0292 —(CH₂)₃— —NH—C(═O)—NH— K114 J34 S 2-0293 —(CH₂)₄— —NH—C(═O)—NH— K15 J123 O 2-0294 —(CH₂)₄— —NH—C(═O)—NH— K15 J123 S 2-0295 —(CH₂)₄— —NH—C(═O)—NH— K15 J125 O 2-0296 —(CH₂)₄— —NH—C(═O)—NH— K15 J125 S 2-0297 —(CH₂)₄— —NH—C(═O)—NH— K24 J4 O 2-0298 —(CH₂)₄— —NH—C(═O)—NH— K24 J4 S 2-0299 —(CH₂)₄— —NH—C(═O)—NH— K24 J35 O 2-0300 —(CH₂)₄— —NH—C(═O)—NH— K24 J35 S 2-0301 —(CH₂)₄— —NH—C(═O)—NH— K24 J96 O 2-0302 —(CH₂)₄— —NH—C(═O)—NH— K24 J96 S 2-0303 —(CH₂)₄— —NH—C(═O)—NH— K106 J123 O 2-0304 —(CH₂)₄— —NH—C(═O)—NH— K106 J123 S 2-0305 —(CH₂)₄— —NH—C(═O)—NH— K106 J125 O 2-0306 —(CH₂)₄— —NH—C(═O)—NH— K106 J125 S 2-0307 —(CH₂)₄— —NH—C(═O)—NH— K109 J4 O 2-0308 —(CH₂)₄— —NH—C(═O)—NH— K109 J4 S 2-0309 —(CH₂)₄— —NH—C(═O)—NH— K109 J35 O 2-0310 —(CH₂)₄— —NH—C(═O)—NH— K109 J35 S 2-0311 —(CH₂)₄— —NH—C(═O)—NH— K109 J96 O 2-0312 —(CH₂)₄— —NH—C(═O)—NH— K109 J96 S 2-0313 —(CH₂)₄— —NH—C(═O)—NH— K120 J4 O 2-0314 —(CH₂)₄— —NH—C(═O)—NH— K120 J4 S 2-0315 —(CH₂)₄— —NH—C(═O)—NH— K120 J35 O 2-0316 —(CH₂)₄— —NH—C(═O)—NH— K120 J35 S 2-0317 —(CH₂)₄— —NH—C(═O)—NH— K120 J96 O 2-0318 —(CH₂)₄— —NH—C(═O)—NH— K120 J96 S 2-0319 —(CH₂)₂— —NH— K781 J2 O 2-0320 —(CH₂)₂— —NH— K781 J2 S

TABLE 45 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0321 —(CH₂)₂— —NH— K781 J24 O 2-0322 —(CH₂)₂— —NH— K781 J24 S 2-0323 —(CH₂)₂— —NH— K781 J79 O 2-0324 —(CH₂)₂— —NH— K781 J79 S 2-0325 —(CH₂)₂— —NH— K782 J2 O 2-0326 —(CH₂)₂— —NH— K782 J2 S 2-0327 —(CH₂)₂— —NH— K782 J24 O 2-0328 —(CH₂)₂— —NH— K782 J24 S 2-0329 —(CH₂)₂— —NH— K782 J79 O 2-0330 —(CH₂)₂— —NH— K782 J79 S 2-0331 —(CH₂)₂— —NH— K783 J96 O 2-0332 —(CH₂)₂— —NH— K783 J96 S 2-0333 —(CH₂)₂— —NH— K783 J104 O 2-0334 —(CH₂)₂— —NH— K783 J104 S 2-0335 —(CH₂)₂— —NH— K783 J117 O 2-0336 —(CH₂)₂— —NH— K783 J117 S 2-0337 —(CH₂)₂— —NH— K784 J2 O 2-0338 —(CH₂)₂— —NH— K784 J2 S 2-0339 —(CH₂)₂— —NH— K784 J24 O 2-0340 —(CH₂)₂— —NH— K784 J24 S 2-0341 —(CH₂)₂— —NH— K784 J79 O 2-0342 —(CH₂)₂— —NH— K784 J79 S 2-0343 —(CH₂)₂— —NH— K785 J2 O 2-0344 —(CH₂)₂— —NH— K785 J2 S 2-0345 —(CH₂)₂— —NH— K785 J24 O 2-0346 —(CH₂)₂— —NH— K785 J24 S 2-0347 —(CH₂)₂— —NH— K785 J79 O 2-0348 —(CH₂)₂— —NH— K785 J79 S 2-0349 —(CH₂)₂— —NH— K786 J96 O 2-0350 —(CH₂)₂— —NH— K786 J96 S 2-0351 —(CH₂)₂— —NH— K786 J104 O 2-0352 —(CH₂)₂— —NH— K786 J104 S

TABLE 46 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0353 —(CH₂)₂— —NH— K786 J117 O 2-0354 —(CH₂)₂— —NH— K786 J117 S 2-0355 —(CH₂)₂— —NH— K787 J96 O 2-0356 —(CH₂)₂— —NH— K787 J96 S 2-0357 —(CH₂)₂— —NH— K787 J104 O 2-0358 —(CH₂)₂— —NH— K787 J104 S 2-0359 —(CH₂)₂— —NH— K787 J117 O 2-0360 —(CH₂)₂— —NH— K787 J117 S 2-0361 —(CH₂)₃— —NH— K662 J22 O 2-0362 —(CH₂)₃— —NH— K662 J22 S 2-0363 —(CH₂)₃— —NH— K662 J28 O 2-0364 —(CH₂)₃— —NH— K662 J28 S 2-0365 —(CH₂)₃— —NH— K662 J76 O 2-0366 —(CH₂)₃— —NH— K662 J76 S 2-0367 —(CH₂)₃— —NH— K782 J22 O 2-0368 —(CH₂)₃— —NH— K782 J22 S 2-0369 —(CH₂)₃— —NH— K782 J28 O 2-0370 —(CH₂)₃— —NH— K782 J28 S 2-0371 —(CH₂)₃— —NH— K782 J76 O 2-0372 —(CH₂)₃— —NH— K782 J76 S 2-0373 —(CH₂)₃— —NH— K111 J116 O 2-0374 —(CH₂)₃— —NH— K111 J116 S 2-0375 —(CH₂)₃— —NH— K111 J121 O 2-0376 —(CH₂)₃— —NH— K111 J121 S 2-0377 —(CH₂)₃— —NH— K111 J124 O 2-0378 —(CH₂)₃— —NH— K111 J124 S 2-0379 —(CH₂)₃— —NH— K788 J22 O 2-0380 —(CH₂)₃— —NH— K788 J22 S 2-0381 —(CH₂)₃— —NH— K788 J28 O 2-0382 —(CH₂)₃— —NH— K788 J28 S 2-0383 —(CH₂)₃— —NH— K788 J76 O 2-0384 —(CH₂)₃— —NH— K788 J76 S

TABLE 47 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0385 —(CH₂)₃— —NH— K789 J116 O 2-0386 —(CH₂)₃— —NH— K789 J116 S 2-0387 —(CH₂)₃— —NH— K789 J121 O 2-0388 —(CH₂)₃— —NH— K789 J121 S 2-0389 —(CH₂)₃— —NH— K789 J124 O 2-0390 —(CH₂)₃— —NH— K789 J124 S 2-0391 —(CH₂)₃— —NH— K790 J22 O 2-0392 —(CH₂)₃— —NH— K790 J22 S 2-0393 —(CH₂)₃— —NH— K790 J28 O 2-0394 —(CH₂)₃— —NH— K790 J28 S 2-0395 —(CH₂)₃— —NH— K790 J76 O 2-0396 —(CH₂)₃— —NH— K790 J76 S 2-0397 —(CH₂)₃— —NH— K791 J22 O 2-0398 —(CH₂)₃— —NH— K791 J22 S 2-0399 —(CH₂)₃— —NH— K791 J28 O 2-0400 —(CH₂)₃— —NH— K791 J28 S 2-0401 —(CH₂)₃— —NH— K791 J76 O 2-0402 —(CH₂)₃— —NH— K791 J76 S 2-0403 —(CH₂)₃— —NH— K791 J116 O 2-0404 —(CH₂)₃— —NH— K791 J116 S 2-0405 —(CH₂)₃— —NH— K791 J121 O 2-0406 —(CH₂)₃— —NH— K791 J121 S 2-0407 —(CH₂)₃— —NH— K791 J124 O 2-0408 —(CH₂)₃— —NH— K791 J124 S 2-0409 —(CH₂)₃— —NH— K792 J22 O 2-0410 —(CH₂)₃— —NH— K792 J22 S 2-0411 —(CH₂)₃— —NH— K792 J28 O 2-0412 —(CH₂)₃— —NH— K792 J28 S 2-0413 —(CH₂)₃— —NH— K792 J76 O 2-0414 —(CH₂)₃— —NH— K792 J76 S 2-0415 —(CH₂)₃— —NH— K786 J22 O 2-0416 —(CH₂)₃— —NH— K786 J22 S

TABLE 48 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0417 —(CH₂)₃— —NH— K786 J28 O 2-0418 —(CH₂)₃— —NH— K786 J28 S 2-0419 —(CH₂)₃— —NH— K786 J76 O 2-0420 —(CH₂)₃— —NH— K786 J76 S 2-0421 —(CH₂)₃— —NH— K793 J22 O 2-0422 —(CH₂)₃— —NH— K793 J22 S 2-0423 —(CH₂)₃— —NH— K793 J28 O 2-0424 —(CH₂)₃— —NH— K793 J28 S 2-0425 —(CH₂)₃— —NH— K793 J76 O 2-0426 —(CH₂)₃— —NH— K793 J76 S 2-0427 —(CH₂)₄— —NH— K695 J16 O 2-0428 —(CH₂)₄— —NH— K695 J16 S 2-0429 —(CH₂)₄— —NH— K695 J37 O 2-0430 —(CH₂)₄— —NH— K695 J37 S 2-0431 —(CH₂)₄— —NH— K695 J87 O 2-0432 —(CH₂)₄— —NH— K695 J87 S 2-0433 —(CH₂)₄— —NH— K101 J16 O 2-0434 —(CH₂)₄— —NH— K101 J16 S 2-0435 —(CH₂)₄— —NH— K101 J37 O 2-0436 —(CH₂)₄— —NH— K101 J37 S 2-0437 —(CH₂)₄— —NH— K101 J87 O 2-0438 —(CH₂)₄— —NH— K101 J87 S 2-0439 —(CH₂)₄— —NH— K666 J120 O 2-0440 —(CH₂)₄— —NH— K666 J120 S 2-0441 —(CH₂)₄— —NH— K666 J122 O 2-0442 —(CH₂)₄— —NH— K666 J122 S 2-0443 —(CH₂)₄— —NH— K107 J120 O 2-0444 —(CH₂)₄— —NH— K107 J120 S 2-0445 —(CH₂)₄— —NH— K107 J122 O 2-0446 —(CH₂)₄— —NH— K107 J122 S 2-0447 —(CH₂)₄— —NH— K794 J16 O 2-0448 —(CH₂)₄— —NH— K794 J16 S

TABLE 49 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0449 —(CH₂)₄— —NH— K794 J37 O 2-0450 —(CH₂)₄— —NH— K794 J37 S 2-0451 —(CH₂)₄— —NH— K794 J87 O 2-0452 —(CH₂)₄— —NH— K794 J87 S 2-0453 —(CH₂)₄— —NH— K791 J16 O 2-0454 —(CH₂)₄— —NH— K791 J16 S 2-0455 —(CH₂)₄— —NH— K791 J37 O 2-0456 —(CH₂)₄— —NH— K791 J37 S 2-0457 —(CH₂)₄— —NH— K791 J87 O 2-0458 —(CH₂)₄— —NH— K791 J87 S 2-0459 —(CH₂)₂— —NH—S(═O)₂— K13 J30 O 2-0460 —(CH₂)₂— —NH—S(═O)₂— K13 J30 S 2-0461 —(CH₂)₂— —NH—S(═O)₂— K13 J72 O 2-0462 —(CH₂)₂— —NH—S(═O)₂— K13 J72 S 2-0463 —(CH₂)₂— —NH—S(═O)₂— K34 J3 O 2-0464 —(CH₂)₂— —NH—S(═O)₂— K34 J3 S 2-0465 —(CH₂)₂— —NH—S(═O)₂— K36 J30 O 2-0466 —(CH₂)₂— —NH—S(═O)₂— K36 J30 S 2-0467 —(CH₂)₂— —NH—S(═O)₂— K36 J72 O 2-0468 —(CH₂)₂— —NH—S(═O)₂— K36 J72 S 2-0469 —(CH₂)₂— —NH—S(═O)₂— K109 J30 O 2-0470 —(CH₂)₂— —NH—S(═O)₂— K109 J30 S 2-0471 —(CH₂)₂— —NH—S(═O)₂— K109 J72 O 2-0472 —(CH₂)₂— —NH—S(═O)₂— K109 J72 S 2-0473 —(CH₂)₃— —NH—S(═O)₂— K34 J28 O 2-0474 —(CH₂)₃— —NH—S(═O)₂— K34 J28 S 2-0475 —(CH₂)₃— —NH—S(═O)₂— K34 J64 O 2-0476 —(CH₂)₃— —NH—S(═O)₂— K34 J64 S 2-0477 —(CH₂)₃— —NH—S(═O)₂— K73 J3 O 2-0478 —(CH₂)₃— —NH—S(═O)₂— K73 J3 S 2-0479 —(CH₂)₃— —NH—S(═O)₂— K73 J28 O 2-0480 —(CH₂)₃— —NH—S(═O)₂— K73 J28 S

TABLE 50 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0481 —(CH₂)₃— —NH—S(═O)₂— K73 J64 O 2-0482 —(CH₂)₃— —NH—S(═O)₂— K73 J64 S 2-0483 —(CH₂)₃— —NH—S(═O)₂— K107 J3 O 2-0484 —(CH₂)₃— —NH—S(═O)₂— K107 J3 S 2-0485 —(CH₂)₃— —NH—S(═O)₂— K107 J28 O 2-0486 —(CH₂)₃— —NH—S(═O)₂— K107 J28 S 2-0487 —(CH₂)₃— —NH—S(═O)₂— K107 J64 O 2-0488 —(CH₂)₃— —NH—S(═O)₂— K107 J64 S 2-0489 —(CH₂)₃— —NH—S(═O)₂— K114 J3 O 2-0490 —(CH₂)₃— —NH—S(═O)₂— K114 J3 S 2-0491 —(CH₂)₃— —NH—S(═O)₂— K114 J28 O 2-0492 —(CH₂)₃— —NH—S(═O)₂— K114 J28 S 2-0493 —(CH₂)₃— —NH—S(═O)₂— K114 J64 O 2-0494 —(CH₂)₃— —NH—S(═O)₂— K114 J64 S 2-0495 —(CH₂)₄— —NH—S(═O)₂— K15 J27 O 2-0496 —(CH₂)₄— —NH—S(═O)₂— K15 J27 S 2-0497 —(CH₂)₄— —NH—S(═O)₂— K15 J89 O 2-0498 —(CH₂)₄— —NH—S(═O)₂— K15 J89 S 2-0499 —(CH₂)₄— —NH—S(═O)₂— K79 J27 O 2-0500 —(CH₂)₄— —NH—S(═O)₂— K79 J27 S 2-0501 —(CH₂)₄— —NH—S(═O)₂— K79 J89 O 2-0502 —(CH₂)₄— —NH—S(═O)₂— K79 J89 S 2-0503 —(CH₂)₄— —NH—S(═O)₂— K106 J27 O 2-0504 —(CH₂)₄— —NH—S(═O)₂— K106 J27 S 2-0505 —(CH₂)₄— —NH—S(═O)₂— K106 J89 O 2-0506 —(CH₂)₄— —NH—S(═O)₂— K106 J89 S 2-0507 —(CH₂)₂— —O—C(═O)— K1 J9 O 2-0508 —(CH₂)₂— —O—C(═O)— K11 J9 O 2-0509 —(CH₂)₂— —O—C(═O)— K13 J9 O 2-0510 —(CH₂)₂— —O—C(═O)— K24 J2 O 2-0511 —(CH₂)₂— —O—C(═O)— K24 J2 S 2-0512 —(CH₂)₂— —O—C(═O)— K24 J27 O

TABLE 51 Compound -G¹- No. -A¹- -A²- A³-A⁴-G² -A⁵-R² X 2-0513 —(CH₂)₂— —O—C(═O)— K24 J27 S 2-0514 —(CH₂)₂— —O—C(═O)— K49 J9 O 2-0515 —(CH₂)₂— —O—C(═O)— K109 J2 O 2-0516 —(CH₂)₂— —O—C(═O)— K109 J2 S 2-0517 —(CH₂)₂— —O—C(═O)— K109 J27 O 2-0518 —(CH₂)₂— —O—C(═O)— K109 J27 S 2-0519 —(CH₂)₃— —O—C(═O)— K1 J9 O 2-0520 —(CH₂)₃— —O—C(═O)— K7 J9 O 2-0521 —(CH₂)₃— —O—C(═O)— K11 J9 O 2-0522 —(CH₂)₃— —O—C(═O)— K12 J9 O 2-0523 —(CH₂)₃— —O—C(═O)— K13 J9 O 2-0524 —(CH₂)₃— —O—C(═O)— K14 J9 O 2-0525 —(CH₂)₃— —O—C(═O)— K28 J9 O 2-0526 —(CH₂)₃— —O—C(═O)— K30 J9 O 2-0527 —(CH₂)₃— —O—C(═O)— K31 J9 O 2-0528 —(CH₂)₃— —O—C(═O)— K24 J9 O 2-0529 —(CH₂)₃— —O—C(═O)— K49 J9 O 2-0530 —(CH₂)₃— —O—C(═O)— K60 J9 O 2-0531 —(CH₂)₃— —O—C(═O)— K62 J9 O 2-0532 —(CH₂)₃— —O—C(═O)— K63 J43 O 2-0533 —(CH₂)₃— —O—C(═O)— K63 J43 S 2-0534 —(CH₂)₃— —O—C(═O)— K63 J82 O 2-0535 —(CH₂)₃— —O—C(═O)— K63 J82 S 2-0536 —(CH₂)₃— —O—C(═O)— K71 J9 O 2-0537 —(CH₂)₃— —O—C(═O)— K72 J9 O 2-0538 —(CH₂)₃— —O—C(═O)— K82 J9 O 2-0539 —(CH₂)₃— —O—C(═O)— K83 J9 O 2-0540 —(CH₂)₃— —O—C(═O)— K88 J43 O 2-0541 —(CH₂)₃— —O—C(═O)— K88 J43 S 2-0542 —(CH₂)₃— —O—C(═O)— K88 J82 O 2-0543 —(CH₂)₃— —O—C(═O)— K88 J82 S 2-0544 —(CH₂)₄— —O—C(═O)— K23 J28 O

TABLE 52 Compound -G¹- -A⁵- No. -A¹- -A²- A³-A⁴-G² R² X 2-0545 —(CH₂)₄— —O—C(═O)— K23 J28 S 2-0546 —(CH₂)₄— —O—C(═O)— K23 J84 O 2-0547 —(CH₂)₄— —O—C(═O)— K23 J84 S 2-0548 —(CH₂)₄— —O—C(═O)— K73 J28 O 2-0549 —(CH₂)₄— —O—C(═O)— K73 J28 S 2-0550 —(CH₂)₄— —O—C(═O)— K73 J84 O 2-0551 —(CH₂)₄— —O—C(═O)— K73 J84 S 2-0552 —(CH₂)₂— —NH—C(═O)— K1 J9 S 2-0553 —(CH₂)₂— —NH—C(═O)— K1 J126 S 2-0554 —(CH₂)₂— —NH—C(═O)— K1 J129 S 2-0555 —(CH₂)₂— —NH—C(═O)— K1 J130 S 2-0556 —(CH₂)₂— —NH—C(═O)— K1 J138 S 2-0557 —(CH₂)₂— —NH—C(═O)— K103 J9 S 2-0558 —(CH₂)₂— —NH—C(═O)— K11 J9 S 2-0559 —(CH₂)₂— —NH—C(═O)— K11 J126 S 2-0560 —(CH₂)₂— —NH—C(═O)— K11 J129 S 2-0561 —(CH₂)₂— —NH—C(═O)— K11 J130 S 2-0562 —(CH₂)₂— —NH—C(═O)— K11 J138 S 2-0563 —(CH₂)₂— —NH—C(═O)— K12 J9 S 2-0564 —(CH₂)₂— —NH—C(═O)— K12 J126 S 2-0565 —(CH₂)₂— —NH—C(═O)— K12 J129 S 2-0566 —(CH₂)₂— —NH—C(═O)— K12 J130 S 2-0567 —(CH₂)₂— —NH—C(═O)— K12 J138 S 2-0568 —(CH₂)₂— —NH—C(═O)— K13 J9 S 2-0569 —(CH₂)₂— —NH—C(═O)— K13 J126 S 2-0570 —(CH₂)₂— —NH—C(═O)— K13 J129 S 2-0571 —(CH₂)₂— —NH—C(═O)— K13 J130 S 2-0572 —(CH₂)₂— —NH—C(═O)— K13 J138 S 2-0573 —(CH₂)₂— —NH—C(═O)— K14 J9 S 2-0574 —(CH₂)₂— —NH—C(═O)— K14 J126 S 2-0575 —(CH₂)₂— —NH—C(═O)— K14 J129 S 2-0576 —(CH₂)₂— —NH—C(═O)— K14 J130 S

TABLE 53 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 2-0577 —(CH₂)₂— —NH—C(═O)— K14 J138 S 2-0578 —(CH₂)₂— —NH—C(═O)— K15 J9 S 2-0579 —(CH₂)₂— —NH—C(═O)— K15 J126 S 2-0580 —(CH₂)₂— —NH—C(═O)— K15 J129 S 2-0581 —(CH₂)₂— —NH—C(═O)— K15 J130 S 2-0582 —(CH₂)₂— —NH—C(═O)— K15 J138 S 2-0583 —(CH₂)₂— —NH—C(═O)— K16 J9 S 2-0584 —(CH₂)₂— —NH—C(═O)— K17 J9 S 2-0585 —(CH₂)₂— —NH—C(═O)— K18 J9 S 2-0586 —(CH₂)₂— —NH—C(═O)— K19 J9 S 2-0587 —(CH₂)₂— —NH—C(═O)— K20 J9 S 2-0588 —(CH₂)₂— —NH—C(═O)— K21 J9 S 2-0589 —(CH₂)₂— —NH—C(═O)— K22 J9 S 2-0590 —(CH₂)₂— —NH—C(═O)— K23 J9 S 2-0591 —(CH₂)₂— —NH—C(═O)— K23 J126 S 2-0592 —(CH₂)₂— —NH—C(═O)— K23 J129 S 2-0593 —(CH₂)₂— —NH—C(═O)— K23 J130 S 2-0594 —(CH₂)₂— —NH—C(═O)— K23 J138 S 2-0595 —(CH₂)₂— —NH—C(═O)— K24 J9 S 2-0596 —(CH₂)₂— —NH—C(═O)— K24 J126 S 2-0597 —(CH₂)₂— —NH—C(═O)— K24 J129 S 2-0598 —(CH₂)₂— —NH—C(═O)— K24 J130 S 2-0599 —(CH₂)₂— —NH—C(═O)— K24 J138 S 2-0600 —(CH₂)₂— —NH—C(═O)— K241 J9 S 2-0601 —(CH₂)₂— —NH—C(═O)— K241 J126 S 2-0602 —(CH₂)₂— —NH—C(═O)— K241 J129 S 2-0603 —(CH₂)₂— —NH—C(═O)— K241 J130 S 2-0604 —(CH₂)₂— —NH—C(═O)— K241 J138 S 2-0605 —(CH₂)₂— —NH—C(═O)— K241 J14 S 2-0606 —(CH₂)₂— —NH—C(═O)— K241 J150 S 2-0607 —(CH₂)₂— —NH—C(═O)— K242 J9 S 2-0608 —(CH₂)₂— —NH—C(═O)— K242 J126 S

TABLE 54 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 2-0609 —(CH₂)₂— —NH—C(═O)— K242 J129 S 2-0610 —(CH₂)₂— —NH—C(═O)— K242 J130 S 2-0611 —(CH₂)₂— —NH—C(═O)— K242 J138 S 2-0612 —(CH₂)₂— —NH—C(═O)— K242 J16 S 2-0613 —(CH₂)₂— —NH—C(═O)— K242 J151 S 2-0614 —(CH₂)₂— —NH—C(═O)— K243 J9 S 2-0615 —(CH₂)₂— —NH—C(═O)— K243 J126 S 2-0616 —(CH₂)₂— —NH—C(═O)— K243 J129 S 2-0617 —(CH₂)₂— —NH—C(═O)— K243 J130 S 2-0618 —(CH₂)₂— —NH—C(═O)— K243 J138 S 2-0619 —(CH₂)₂— —NH—C(═O)— K243 J16 S 2-0620 —(CH₂)₂— —NH—C(═O)— K243 J151 S 2-0621 —(CH₂)₂— —NH—C(═O)— K244 J9 S 2-0622 —(CH₂)₂— —NH—C(═O)— K244 J126 S 2-0623 —(CH₂)₂— —NH—C(═O)— K244 J129 S 2-0624 —(CH₂)₂— —NH—C(═O)— K244 J130 S 2-0625 —(CH₂)₂— —NH—C(═O)— K244 J138 S 2-0626 —(CH₂)₂— —NH—C(═O)— K244 J19 S 2-0627 —(CH₂)₂— —NH—C(═O)— K244 J152 S 2-0628 —(CH₂)₂— —NH—C(═O)— K245 J9 S 2-0629 —(CH₂)₂— —NH—C(═O)— K245 J126 S 2-0630 —(CH₂)₂— —NH—C(═O)— K245 J129 S 2-0631 —(CH₂)₂— —NH—C(═O)— K245 J130 S 2-0632 —(CH₂)₂— —NH—C(═O)— K245 J138 S 2-0633 —(CH₂)₂— —NH—C(═O)— K245 J19 S 2-0634 —(CH₂)₂— —NH—C(═O)— K245 J152 S 2-0635 —(CH₂)₂— —NH—C(═O)— K246 J9 S 2-0636 —(CH₂)₂— —NH—C(═O)— K246 J126 S 2-0637 —(CH₂)₂— —NH—C(═O)— K246 J129 S 2-0638 —(CH₂)₂— —NH—C(═O)— K246 J130 S 2-0639 —(CH₂)₂— —NH—C(═O)— K246 J138 S 2-0640 —(CH₂)₂— —NH—C(═O)— K246 J22 S

TABLE 55 Compound -G¹-A³ -A⁵- No. -A¹- -A²- -A⁴-G² R² X 2-0641 —(CH₂)₂— —NH—C(═O)— K246 J153 S 2-0642 —(CH₂)₂— —NH—C(═O)— K247 J9 S 2-0643 —(CH₂)₂— —NH—C(═O)— K247 J126 S 2-0644 —(CH₂)₂— —NH—C(═O)— K247 J129 S 2-0645 —(CH₂)₂— —NH—C(═O)— K247 J130 S 2-0646 —(CH₂)₂— —NH—C(═O)— K247 J138 S 2-0647 —(CH₂)₂— —NH—C(═O)— K247 J22 S 2-0648 —(CH₂)₂— —NH—C(═O)— K247 J153 S 2-0649 —(CH₂)₂— —NH—C(═O)— K248 J9 S 2-0650 —(CH₂)₂— —NH—C(═O)— K248 J126 S 2-0651 —(CH₂)₂— —NH—C(═O)— K248 J129 S 2-0652 —(CH₂)₂— —NH—C(═O)— K248 J130 S 2-0653 —(CH₂)₂— —NH—C(═O)— K248 J138 S 2-0654 —(CH₂)₂— —NH—C(═O)— K248 J25 S 2-0655 —(CH₂)₂— —NH—C(═O)— K248 J154 S 2-0656 —(CH₂)₂— —NH—C(═O)— K249 J9 S 2-0657 —(CH₂)₂— —NH—C(═O)— K249 J126 S 2-0658 —(CH₂)₂— —NH—C(═O)— K249 J129 S 2-0659 —(CH₂)₂— —NH—C(═O)— K249 J130 S 2-0660 —(CH₂)₂— —NH—C(═O)— K249 J138 S 2-0661 —(CH₂)₂— —NH—C(═O)— K249 J25 S 2-0662 —(CH₂)₂— —NH—C(═O)— K249 J154 S 2-0663 —(CH₂)₂— —NH—C(═O)— K25 J9 S 2-0664 —(CH₂)₂— —NH—C(═O)— K250 J9 S 2-0665 —(CH₂)₂— —NH—C(═O)— K250 J126 S 2-0666 —(CH₂)₂— —NH—C(═O)— K250 J129 S 2-0667 —(CH₂)₂— —NH—C(═O)— K250 J130 S 2-0668 —(CH₂)₂— —NH—C(═O)— K250 J138 S 2-0669 —(CH₂)₂— —NH—C(═O)— K250 J26 S 2-0670 —(CH₂)₂— —NH—C(═O)— K250 J155 S 2-0671 —(CH₂)₂— —NH—C(═O)— K251 J9 S 2-0672 —(CH₂)₂— —NH—C(═O)— K251 J126 S

TABLE 56 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 2-0673 —(CH₂)₂— —NH—C(═O)— K251 J129 S 2-0674 —(CH₂)₂— —NH—C(═O)— K251 J130 S 2-0675 —(CH₂)₂— —NH—C(═O)— K251 J138 S 2-0676 —(CH₂)₂— —NH—C(═O)— K251 J26 S 2-0677 —(CH₂)₂— —NH—C(═O)— K251 J155 S 2-0678 —(CH₂)₂— —NH—C(═O)— K252 J9 S 2-0679 —(CH₂)₂— —NH—C(═O)— K253 J9 S 2-0680 —(CH₂)₂— —NH—C(═O)— K254 J9 S 2-0681 —(CH₂)₂— —NH—C(═O)— K26 J9 S 2-0682 —(CH₂)₂— —NH—C(═O)— K27 J9 S 2-0683 —(CH₂)₂— —NH—C(═O)— K27 J126 S 2-0684 —(CH₂)₂— —NH—C(═O)— K27 J129 S 2-0685 —(CH₂)₂— —NH—C(═O)— K27 J130 S 2-0686 —(CH₂)₂— —NH—C(═O)— K27 J138 S 2-0687 —(CH₂)₂— —NH—C(═O)— K28 J9 S 2-0688 —(CH₂)₂— —NH—C(═O)— K282 J9 S 2-0689 —(CH₂)₂— —NH—C(═O)— K282 J126 S 2-0690 —(CH₂)₂— —NH—C(═O)— K282 J129 S 2-0691 —(CH₂)₂— —NH—C(═O)— K282 J130 S 2-0692 —(CH₂)₂— —NH—C(═O)— K282 J138 S 2-0693 —(CH₂)₂— —NH—C(═O)— K283 J9 S 2-0694 —(CH₂)₂— —NH—C(═O)— K283 J126 S 2-0695 —(CH₂)₂— —NH—C(═O)— K283 J129 S 2-0696 —(CH₂)₂— —NH—C(═O)— K283 J130 S 2-0697 —(CH₂)₂— —NH—C(═O)— K283 J138 S 2-0698 —(CH₂)₂— —NH—C(═O)— K284 J9 S 2-0699 —(CH₂)₂— —NH—C(═O)— K284 J126 S 2-0700 —(CH₂)₂— —NH—C(═O)— K284 J129 S 2-0701 —(CH₂)₂— —NH—C(═O)— K284 J130 S 2-0702 —(CH₂)₂— —NH—C(═O)— K284 J138 S 2-0703 —(CH₂)₂— —NH—C(═O)— K285 J9 S 2-0704 —(CH₂)₂— —NH—C(═O)— K286 J9 S

TABLE 57 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0705 —(CH₂)₂— —NH—C(═O)— K287 J9 S 2-0706 —(CH₂)₂— —NH—C(═O)— K288 J9 S 2-0707 —(CH₂)₂— —NH—C(═O)— K289 J9 S 2-0708 —(CH₂)₂— —NH—C(═O)— K29 J9 S 2-0709 —(CH₂)₂— —NH—C(═O)— K290 J9 S 2-0710 —(CH₂)₂— —NH—C(═O)— K291 J9 S 2-0711 —(CH₂)₂— —NH—C(═O)— K292 J9 S 2-0712 —(CH₂)₂— —NH—C(═O)— K292 J28 S 2-0713 —(CH₂)₂— —NH—C(═O)— K292 J156 S 2-0714 —(CH₂)₂— —NH—C(═O)— K293 J9 S 2-0715 —(CH₂)₂— —NH—C(═O)— K294 J9 S 2-0716 —(CH₂)₂— —NH—C(═O)— K295 J9 S 2-0717 —(CH₂)₂— —NH—C(═O)— K295 J28 S 2-0718 —(CH₂)₂— —NH—C(═O)— K295 J156 S 2-0719 —(CH₂)₂— —NH—C(═O)— K296 J9 S 2-0720 —(CH₂)₂— —NH—C(═O)— K296 J126 S 2-0721 —(CH₂)₂— —NH—C(═O)— K296 J129 S 2-0722 —(CH₂)₂— —NH—C(═O)— K296 J130 S 2-0723 —(CH₂)₂— —NH—C(═O)— K296 J138 S 2-0724 —(CH₂)₂— —NH—C(═O)— K297 J9 S 2-0725 —(CH₂)₂— —NH—C(═O)— K297 J126 S 2-0726 —(CH₂)₂— —NH—C(═O)— K297 J129 S 2-0727 —(CH₂)₂— —NH—C(═O)— K297 J130 S 2-0728 —(CH₂)₂— —NH—C(═O)— K297 J138 S 2-0729 —(CH₂)₂— —NH—C(═O)— K298 J9 S 2-0730 —(CH₂)₂— —NH—C(═O)— K299 J9 S 2-0731 —(CH₂)₂— —NH—C(═O)— K30 J9 S 2-0732 —(CH₂)₂— —NH—C(═O)— K300 J9 S 2-0733 —(CH₂)₂— —NH—C(═O)— K300 J29 S 2-0734 —(CH₂)₂— —NH—C(═O)— K300 J157 S 2-0735 —(CH₂)₂— —NH—C(═O)— K301 J9 S 2-0736 —(CH₂)₂— —NH—C(═O)— K301 J29 S

TABLE 58 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0737 —(CH₂)₂— —NH—C(═O)— K301 J157 S 2-0738 —(CH₂)₂— —NH—C(═O)— K303 J9 S 2-0739 —(CH₂)₂— —NH—C(═O)— K304 J9 S 2-0740 —(CH₂)₂— —NH—C(═O)— K305 J9 S 2-0741 —(CH₂)₂— —NH—C(═O)— K305 J126 S 2-0742 —(CH₂)₂— —NH—C(═O)— K305 J129 S 2-0743 —(CH₂)₂— —NH—C(═O)— K305 J130 S 2-0744 —(CH₂)₂— —NH—C(═O)— K305 J138 S 2-0745 —(CH₂)₂— —NH—C(═O)— K305 J31 S 2-0746 —(CH₂)₂— —NH—C(═O)— K305 J158 S 2-0747 —(CH₂)₂— —NH—C(═O)— K306 J9 S 2-0748 —(CH₂)₂— —NH—C(═O)— K306 J126 S 2-0749 —(CH₂)₂— —NH—C(═O)— K306 J129 S 2-0750 —(CH₂)₂— —NH—C(═O)— K306 J130 S 2-0751 —(CH₂)₂— —NH—C(═O)— K306 J138 S 2-0752 —(CH₂)₂— —NH—C(═O)— K306 J31 S 2-0753 —(CH₂)₂— —NH—C(═O)— K306 J158 S 2-0754 —(CH₂)₂— —NH—C(═O)— K307 J9 S 2-0755 —(CH₂)₂— —NH—C(═O)— K307 J126 S 2-0756 —(CH₂)₂— —NH—C(═O)— K307 J129 S 2-0757 —(CH₂)₂— —NH—C(═O)— K307 J130 S 2-0758 —(CH₂)₂— —NH—C(═O)— K307 J138 S 2-0759 —(CH₂)₂— —NH—C(═O)— K307 J33 S 2-0760 —(CH₂)₂— —NH—C(═O)— K307 J159 S 2-0761 —(CH₂)₂— —NH—C(═O)— K31 J9 S 2-0762 —(CH₂)₂— —NH—C(═O)— K31 J126 S 2-0763 —(CH₂)₂— —NH—C(═O)— K31 J129 S 2-0764 —(CH₂)₂— —NH—C(═O)— K31 J130 S 2-0765 —(CH₂)₂— —NH—C(═O)— K31 J138 S 2-0766 —(CH₂)₂— —NH—C(═O)— K32 J9 S 2-0767 —(CH₂)₂— —NH—C(═O)— K32 J126 S 2-0768 —(CH₂)₂— —NH—C(═O)— K32 J129 S

TABLE 59 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0769 —(CH₂)₂— —NH—C(═O)— K32 J130 S 2-0770 —(CH₂)₂— —NH—C(═O)— K32 J138 S 2-0771 —(CH₂)₂— —NH—C(═O)— K33 J9 S 2-0772 —(CH₂)₂— —NH—C(═O)— K34 J9 S 2-0773 —(CH₂)₂— —NH—C(═O)— K34 J126 S 2-0774 —(CH₂)₂— —NH—C(═O)— K34 J129 S 2-0775 —(CH₂)₂— —NH—C(═O)— K34 J130 S 2-0776 —(CH₂)₂— —NH—C(═O)— K34 J138 S 2-0777 —(CH₂)₂— —NH—C(═O)— K35 J9 S 2-0778 —(CH₂)₂— —NH—C(═O)— K35 J126 S 2-0779 —(CH₂)₂— —NH—C(═O)— K35 J129 S 2-0780 —(CH₂)₂— —NH—C(═O)— K35 J130 S 2-0781 —(CH₂)₂— —NH—C(═O)— K35 J138 S 2-0782 —(CH₂)₂— —NH—C(═O)— K36 J9 S 2-0783 —(CH₂)₂— —NH—C(═O)— K36 J126 S 2-0784 —(CH₂)₂— —NH—C(═O)— K36 J129 S 2-0785 —(CH₂)₂— —NH—C(═O)— K36 J130 S 2-0786 —(CH₂)₂— —NH—C(═O)— K36 J138 S 2-0787 —(CH₂)₂— —NH—C(═O)— K37 J9 S 2-0788 —(CH₂)₂— —NH—C(═O)— K37 J126 S 2-0789 —(CH₂)₂— —NH—C(═O)— K37 J129 S 2-0790 —(CH₂)₂— —NH—C(═O)— K37 J130 S 2-0791 —(CH₂)₂— —NH—C(═O)— K37 J138 S 2-0792 —(CH₂)₂— —NH—C(═O)— K38 J9 S 2-0793 —(CH₂)₂— —NH—C(═O)— K38 J126 S 2-0794 —(CH₂)₂— —NH—C(═O)— K38 J129 S 2-0795 —(CH₂)₂— —NH—C(═O)— K38 J130 S 2-0796 —(CH₂)₂— —NH—C(═O)— K38 J138 S 2-0797 —(CH₂)₂— —NH—C(═O)— K39 J9 S 2-0798 —(CH₂)₂— —NH—C(═O)— K39 J126 S 2-0799 —(CH₂)₂— —NH—C(═O)— K39 J129 S 2-0800 —(CH₂)₂— —NH—C(═O)— K39 J130 S

TABLE 60 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0801 —(CH₂)₂— —NH—C(═O)— K39 J138 S 2-0802 —(CH₂)₂— —NH—C(═O)— K4 J9 S 2-0803 —(CH₂)₂— —NH—C(═O)— K40 J9 S 2-0804 —(CH₂)₂— —NH—C(═O)— K41 J9 S 2-0805 —(CH₂)₂— —NH—C(═O)— K42 J9 S 2-0806 —(CH₂)₂— —NH—C(═O)— K423 J9 S 2-0807 —(CH₂)₂— —NH—C(═O)— K423 J33 S 2-0808 —(CH₂)₂— —NH—C(═O)— K423 J159 S 2-0809 —(CH₂)₂— —NH—C(═O)— K424 J9 S 2-0810 —(CH₂)₂— —NH—C(═O)— K424 J34 S 2-0811 —(CH₂)₂— —NH—C(═O)— K424 J163 S 2-0812 —(CH₂)₂— —NH—C(═O)— K425 J9 S 2-0813 —(CH₂)₂— —NH—C(═O)— K425 J34 S 2-0814 —(CH₂)₂— —NH—C(═O)— K425 J163 S 2-0815 —(CH₂)₂— —NH—C(═O)— K43 J9 S 2-0816 —(CH₂)₂— —NH—C(═O)— K44 J9 S 2-0817 —(CH₂)₂— —NH—C(═O)— K443 J9 S 2-0818 —(CH₂)₂— —NH—C(═O)— K443 J126 S 2-0819 —(CH₂)₂— —NH—C(═O)— K443 J129 S 2-0820 —(CH₂)₂— —NH—C(═O)— K443 J130 S 2-0821 —(CH₂)₂— —NH—C(═O)— K443 J138 S 2-0822 —(CH₂)₂— —NH—C(═O)— K444 J9 S 2-0823 —(CH₂)₂— —NH—C(═O)— K445 J9 S 2-0824 —(CH₂)₂— —NH—C(═O)— K445 J126 S 2-0825 —(CH₂)₂— —NH—C(═O)— K445 J129 S 2-0826 —(CH₂)₂— —NH—C(═O)— K445 J130 S 2-0827 —(CH₂)₂— —NH—C(═O)— K445 J138 S 2-0828 —(CH₂)₂— —NH—C(═O)— K449 J9 S 2-0829 —(CH₂)₂— —NH—C(═O)— K449 J126 S 2-0830 —(CH₂)₂— —NH—C(═O)— K449 J129 S 2-0831 —(CH₂)₂— —NH—C(═O)— K449 J130 S 2-0832 —(CH₂)₂— —NH—C(═O)— K449 J138 S

TABLE 61 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0833 —(CH₂)₂— —NH—C(═O)— K45 J9 S 2-0834 —(CH₂)₂— —NH—C(═O)— K450 J9 S 2-0835 —(CH₂)₂— —NH—C(═O)— K450 J126 S 2-0836 —(CH₂)₂— —NH—C(═O)— K450 J129 S 2-0837 —(CH₂)₂— —NH—C(═O)— K450 J130 S 2-0838 —(CH₂)₂— —NH—C(═O)— K450 J138 S 2-0839 —(CH₂)₂— —NH—C(═O)— K46 J9 S 2-0840 —(CH₂)₂— —NH—C(═O)— K469 J126 S 2-0841 —(CH₂)₂— —NH—C(═O)— K469 J129 S 2-0842 —(CH₂)₂— —NH—C(═O)— K469 J130 S 2-0843 —(CH₂)₂— —NH—C(═O)— K469 J138 S 2-0844 —(CH₂)₂— —NH—C(═O)— K47 J9 S 2-0845 —(CH₂)₂— —NH—C(═O)— K471 J126 S 2-0846 —(CH₂)₂— —NH—C(═O)— K471 J129 S 2-0847 —(CH₂)₂— —NH—C(═O)— K471 J130 S 2-0848 —(CH₂)₂— —NH—C(═O)— K471 J138 S 2-0849 —(CH₂)₂— —NH—C(═O)— K472 J9 S 2-0850 —(CH₂)₂— —NH—C(═O)— K473 J9 S 2-0851 —(CH₂)₂— —NH—C(═O)— K474 J9 S 2-0852 —(CH₂)₂— —NH—C(═O)— K475 J9 S 2-0853 —(CH₂)₂— —NH—C(═O)— K476 J9 S 2-0854 —(CH₂)₂— —NH—C(═O)— K477 J9 S 2-0855 —(CH₂)₂— —NH—C(═O)— K478 J9 S 2-0856 —(CH₂)₂— —NH—C(═O)— K478 J126 S 2-0857 —(CH₂)₂— —NH—C(═O)— K478 J129 S 2-0858 —(CH₂)₂— —NH—C(═O)— K478 J130 S 2-0859 —(CH₂)₂— —NH—C(═O)— K478 J138 S 2-0860 —(CH₂)₂— —NH—C(═O)— K478 J37 S 2-0861 —(CH₂)₂— —NH—C(═O)— K478 J165 S 2-0862 —(CH₂)₂— —NH—C(═O)— K479 J9 S 2-0863 —(CH₂)₂— —NH—C(═O)— K479 J126 S 2-0864 —(CH₂)₂— —NH—C(═O)— K479 J129 S

TABLE 62 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0865 —(CH₂)₂— —NH—C(═O)— K479 J130 S 2-0866 —(CH₂)₂— —NH—C(═O)— K479 J138 S 2-0867 —(CH₂)₂— —NH—C(═O)— K48 J9 S 2-0868 —(CH₂)₂— —NH—C(═O)— K480 J9 S 2-0869 —(CH₂)₂— —NH—C(═O)— K481 J9 S 2-0870 —(CH₂)₂— —NH—C(═O)— K482 J9 S 2-0871 —(CH₂)₂— —NH—C(═O)— K483 J9 S 2-0872 —(CH₂)₂— —NH—C(═O)— K484 J9 S 2-0873 —(CH₂)₂— —NH—C(═O)— K485 J9 S 2-0874 —(CH₂)₂— —NH—C(═O)— K485 J126 S 2-0875 —(CH₂)₂— —NH—C(═O)— K485 J129 S 2-0876 —(CH₂)₂— —NH—C(═O)— K485 J130 S 2-0877 —(CH₂)₂— —NH—C(═O)— K485 J138 S 2-0878 —(CH₂)₂— —NH—C(═O)— K485 J37 S 2-0879 —(CH₂)₂— —NH—C(═O)— K485 J165 S 2-0880 —(CH₂)₂— —NH—C(═O)— K486 J9 S 2-0881 —(CH₂)₂— —NH—C(═O)— K487 J9 S 2-0882 —(CH₂)₂— —NH—C(═O)— K488 J9 S 2-0883 —(CH₂)₂— —NH—C(═O)— K489 J9 S 2-0884 —(CH₂)₂— —NH—C(═O)— K49 J9 S 2-0885 —(CH₂)₂— —NH—C(═O)— K49 J126 S 2-0886 —(CH₂)₂— —NH—C(═O)— K49 J129 S 2-0887 —(CH₂)₂— —NH—C(═O)— K49 J130 S 2-0888 —(CH₂)₂— —NH—C(═O)— K49 J138 S 2-0889 —(CH₂)₂— —NH—C(═O)— K490 J9 S 2-0890 —(CH₂)₂— —NH—C(═O)— K491 J9 S 2-0891 —(CH₂)₂— —NH—C(═O)— K492 J9 S 2-0892 —(CH₂)₂— —NH—C(═O)— K493 J9 S 2-0893 —(CH₂)₂— —NH—C(═O)— K494 J9 S 2-0894 —(CH₂)₂— —NH—C(═O)— K495 J9 S 2-0895 —(CH₂)₂— —NH—C(═O)— K496 J9 S 2-0896 —(CH₂)₂— —NH—C(═O)— K497 J9 S

TABLE 63 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0897 —(CH₂)₂— —NH—C(═O)— K497 J126 S 2-0898 —(CH₂)₂— —NH—C(═O)— K497 J129 S 2-0899 —(CH₂)₂— —NH—C(═O)— K497 J130 S 2-0900 —(CH₂)₂— —NH—C(═O)— K497 J138 S 2-0901 —(CH₂)₂— —NH—C(═O)— K498 J9 S 2-0902 —(CH₂)₂— —NH—C(═O)— K498 J126 S 2-0903 —(CH₂)₂— —NH—C(═O)— K498 J129 S 2-0904 —(CH₂)₂— —NH—C(═O)— K498 J130 S 2-0905 —(CH₂)₂— —NH—C(═O)— K498 J138 S 2-0906 —(CH₂)₂— —NH—C(═O)— K499 J9 S 2-0907 —(CH₂)₂— —NH—C(═O)— K499 J126 S 2-0908 —(CH₂)₂— —NH—C(═O)— K499 J129 S 2-0909 —(CH₂)₂— —NH—C(═O)— K499 J130 S 2-0910 —(CH₂)₂— —NH—C(═O)— K499 J138 S 2-0911 —(CH₂)₂— —NH—C(═O)— K499 J57 S 2-0912 —(CH₂)₂— —NH—C(═O)— K499 J166 S 2-0913 —(CH₂)₂— —NH—C(═O)— K50 J9 S 2-0914 —(CH₂)₂— —NH—C(═O)— K500 J9 S 2-0915 —(CH₂)₂— —NH—C(═O)— K500 J126 S 2-0916 —(CH₂)₂— —NH—C(═O)— K500 J129 S 2-0917 —(CH₂)₂— —NH—C(═O)— K500 J130 S 2-0918 —(CH₂)₂— —NH—C(═O)— K500 J138 S 2-0919 —(CH₂)₂— —NH—C(═O)— K500 J57 S 2-0920 —(CH₂)₂— —NH—C(═O)— K500 J166 S 2-0921 —(CH₂)₂— —NH—C(═O)— K501 J9 S 2-0922 —(CH₂)₂— —NH—C(═O)— K501 J126 S 2-0923 —(CH₂)₂— —NH—C(═O)— K501 J129 S 2-0924 —(CH₂)₂— —NH—C(═O)— K501 J130 S 2-0925 —(CH₂)₂— —NH—C(═O)— K501 J138 S 2-0926 —(CH₂)₂— —NH—C(═O)— K501 J58 S 2-0927 —(CH₂)₂— —NH—C(═O)— K501 J167 S 2-0928 —(CH₂)₂— —NH—C(═O)— K502 J9 S

TABLE 64 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0929 —(CH₂)₂— —NH—C(═O)— K502 J58 S 2-0930 —(CH₂)₂— —NH—C(═O)— K502 J167 S 2-0931 —(CH₂)₂— —NH—C(═O)— K503 J9 S 2-0932 —(CH₂)₂— —NH—C(═O)— K503 J126 S 2-0933 —(CH₂)₂— —NH—C(═O)— K503 J129 S 2-0934 —(CH₂)₂— —NH—C(═O)— K503 J130 S 2-0935 —(CH₂)₂— —NH—C(═O)— K503 J138 S 2-0936 —(CH₂)₂— —NH—C(═O)— K503 J59 S 2-0937 —(CH₂)₂— —NH—C(═O)— K503 J168 S 2-0938 —(CH₂)₂— —NH—C(═O)— K504 J9 S 2-0939 —(CH₂)₂— —NH—C(═O)— K504 J59 S 2-0940 —(CH₂)₂— —NH—C(═O)— K504 J168 S 2-0941 —(CH₂)₂— —NH—C(═O)— K505 J9 S 2-0942 —(CH₂)₂— —NH—C(═O)— K505 J126 S 2-0943 —(CH₂)₂— —NH—C(═O)— K505 J129 S 2-0944 —(CH₂)₂— —NH—C(═O)— K505 J130 S 2-0945 —(CH₂)₂— —NH—C(═O)— K505 J138 S 2-0946 —(CH₂)₂— —NH—C(═O)— K505 J70 S 2-0947 —(CH₂)₂— —NH—C(═O)— K505 J169 S 2-0948 —(CH₂)₂— —NH—C(═O)— K506 J9 S 2-0949 —(CH₂)₂— —NH—C(═O)— K506 J126 S 2-0950 —(CH₂)₂— —NH—C(═O)— K506 J129 S 2-0951 —(CH₂)₂— —NH—C(═O)— K506 J130 S 2-0952 —(CH₂)₂— —NH—C(═O)— K506 J138 S 2-0953 —(CH₂)₂— —NH—C(═O)— K506 J70 S 2-0954 —(CH₂)₂— —NH—C(═O)— K506 J169 S 2-0955 —(CH₂)₂— —NH—C(═O)— K507 J9 S 2-0956 —(CH₂)₂— —NH—C(═O)— K507 J126 S 2-0957 —(CH₂)₂— —NH—C(═O)— K507 J129 S 2-0958 —(CH₂)₂— —NH—C(═O)— K507 J130 S 2-0959 —(CH₂)₂— —NH—C(═O)— K507 J138 S 2-0960 —(CH₂)₂— —NH—C(═O)— K507 J71 S

TABLE 65 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0961 —(CH₂)₂— —NH—C(═O)— K507 J170 S 2-0962 —(CH₂)₂— —NH—C(═O)— K508 J9 S 2-0963 —(CH₂)₂— —NH—C(═O)— K508 J126 S 2-0964 —(CH₂)₂— —NH—C(═O)— K508 J129 S 2-0965 —(CH₂)₂— —NH—C(═O)— K508 J130 S 2-0966 —(CH₂)₂— —NH—C(═O)— K508 J138 S 2-0967 —(CH₂)₂— —NH—C(═O)— K508 J71 S 2-0968 —(CH₂)₂— —NH—C(═O)— K508 J170 S 2-0969 —(CH₂)₂— —NH—C(═O)— K509 J9 S 2-0970 —(CH₂)₂— —NH—C(═O)— K509 J72 S 2-0971 —(CH₂)₂— —NH—C(═O)— K509 J171 S 2-0972 —(CH₂)₂— —NH—C(═O)— K51 J9 S 2-0973 —(CH₂)₂— —NH—C(═O)— K510 J9 S 2-0974 —(CH₂)₂— —NH—C(═O)— K510 J126 S 2-0975 —(CH₂)₂— —NH—C(═O)— K510 J129 S 2-0976 —(CH₂)₂— —NH—C(═O)— K510 J130 S 2-0977 —(CH₂)₂— —NH—C(═O)— K510 J138 S 2-0978 —(CH₂)₂— —NH—C(═O)— K510 J72 S 2-0979 —(CH₂)₂— —NH—C(═O)— K510 J171 S 2-0980 —(CH₂)₂— —NH—C(═O)— K511 J9 S 2-0981 —(CH₂)₂— —NH—C(═O)— K511 J74 S 2-0982 —(CH₂)₂— —NH—C(═O)— K511 J174 S 2-0983 —(CH₂)₂— —NH—C(═O)— K512 J9 S 2-0984 —(CH₂)₂— —NH—C(═O)— K512 J74 S 2-0985 —(CH₂)₂— —NH—C(═O)— K512 J174 S 2-0986 —(CH₂)₂— —NH—C(═O)— K513 J9 S 2-0987 —(CH₂)₂— —NH—C(═O)— K513 J75 S 2-0988 —(CH₂)₂— —NH—C(═O)— K513 J175 S 2-0989 —(CH₂)₂— —NH—C(═O)— K514 J9 S 2-0990 —(CH₂)₂— —NH—C(═O)— K514 J75 S 2-0991 —(CH₂)₂— —NH—C(═O)— K514 J175 S 2-0992 —(CH₂)₂— —NH—C(═O)— K515 J9 S

TABLE 66 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-0993 —(CH₂)₂— —NH—C(═O)— K516 J9 S 2-0994 —(CH₂)₂— —NH—C(═O)— K516 J76 S 2-0995 —(CH₂)₂— —NH—C(═O)— K516 J176 S 2-0996 —(CH₂)₂— —NH—C(═O)— K517 J9 S 2-0997 —(CH₂)₂— —NH—C(═O)— K517 J126 S 2-0998 —(CH₂)₂— —NH—C(═O)— K517 J129 S 2-0999 —(CH₂)₂— —NH—C(═O)— K517 J130 S 2-1000 —(CH₂)₂— —NH—C(═O)— K517 J138 S 2-1001 —(CH₂)₂— —NH—C(═O)— K517 J76 S 2-1002 —(CH₂)₂— —NH—C(═O)— K517 J176 S 2-1003 —(CH₂)₂— —NH—C(═O)— K518 J9 S 2-1004 —(CH₂)₂— —NH—C(═O)— K518 J126 S 2-1005 —(CH₂)₂— —NH—C(═O)— K518 J129 S 2-1006 —(CH₂)₂— —NH—C(═O)— K518 J130 S 2-1007 —(CH₂)₂— —NH—C(═O)— K518 J138 S 2-1008 —(CH₂)₂— —NH—C(═O)— K518 J77 S 2-1009 —(CH₂)₂— —NH—C(═O)— K518 J177 S 2-1010 —(CH₂)₂— —NH—C(═O)— K519 J9 S 2-1011 —(CH₂)₂— —NH—C(═O)— K519 J126 S 2-1012 —(CH₂)₂— —NH—C(═O)— K519 J129 S 2-1013 —(CH₂)₂— —NH—C(═O)— K519 J130 S 2-1014 —(CH₂)₂— —NH—C(═O)— K519 J138 S 2-1015 —(CH₂)₂— —NH—C(═O)— K519 J77 S 2-1016 —(CH₂)₂— —NH—C(═O)— K519 J177 S 2-1017 —(CH₂)₂— —NH—C(═O)— K52 J9 S 2-1018 —(CH₂)₂— —NH—C(═O)— K520 J9 S 2-1019 —(CH₂)₂— —NH—C(═O)— K521 J9 S 2-1020 —(CH₂)₂— —NH—C(═O)— K522 J9 S 2-1021 —(CH₂)₂— —NH—C(═O)— K523 J9 S 2-1022 —(CH₂)₂— —NH—C(═O)— K523 J126 S 2-1023 —(CH₂)₂— —NH—C(═O)— K523 J129 S 2-1024 —(CH₂)₂— —NH—C(═O)— K523 J130 S

TABLE 67 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1025 —(CH₂)₂— —NH—C(═O)— K523 J138 S 2-1026 —(CH₂)₂— —NH—C(═O)— K523 J78 S 2-1027 —(CH₂)₂— —NH—C(═O)— K523 J178 S 2-1028 —(CH₂)₂— —NH—C(═O)— K524 J9 S 2-1029 —(CH₂)₂— —NH—C(═O)— K525 J9 S 2-1030 —(CH₂)₂— —NH—C(═O)— K525 J126 S 2-1031 —(CH₂)₂— —NH—C(═O)— K525 J129 S 2-1032 —(CH₂)₂— —NH—C(═O)— K525 J130 S 2-1033 —(CH₂)₂— —NH—C(═O)— K525 J138 S 2-1034 —(CH₂)₂— —NH—C(═O)— K525 J78 S 2-1035 —(CH₂)₂— —NH—C(═O)— K525 J178 S 2-1036 —(CH₂)₂— —NH—C(═O)— K526 J9 S 2-1037 —(CH₂)₂— —NH—C(═O)— K526 J126 S 2-1038 —(CH₂)₂— —NH—C(═O)— K526 J129 S 2-1039 —(CH₂)₂— —NH—C(═O)— K526 J130 S 2-1040 —(CH₂)₂— —NH—C(═O)— K526 J138 S 2-1041 —(CH₂)₂— —NH—C(═O)— K526 J79 S 2-1042 —(CH₂)₂— —NH—C(═O)— K526 J179 S 2-1043 —(CH₂)₂— —NH—C(═O)— K527 J9 S 2-1044 —(CH₂)₂— —NH—C(═O)— K528 J9 S 2-1045 —(CH₂)₂— —NH—C(═O)— K528 J79 S 2-1046 —(CH₂)₂— —NH—C(═O)— K528 J179 S 2-1047 —(CH₂)₂— —NH—C(═O)— K53 J9 S 2-1048 —(CH₂)₂— —NH—C(═O)— K53 J126 S 2-1049 —(CH₂)₂— —NH—C(═O)— K53 J129 S 2-1050 —(CH₂)₂— —NH—C(═O)— K53 J130 S 2-1051 —(CH₂)₂— —NH—C(═O)— K53 J138 S 2-1052 —(CH₂)₂— —NH—C(═O)— K531 J9 S 2-1053 —(CH₂)₂— —NH—C(═O)— K532 J9 S 2-1054 —(CH₂)₂— —NH—C(═O)— K533 J9 S 2-1055 —(CH₂)₂— —NH—C(═O)— K533 J126 S 2-1056 —(CH₂)₂— —NH—C(═O)— K533 J129 S

TABLE 68 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1057 —(CH₂)₂— —NH—C(═O)— K533 J130 S 2-1058 —(CH₂)₂— —NH—C(═O)— K533 J138 S 2-1059 —(CH₂)₂— —NH—C(═O)— K534 J9 S 2-1060 —(CH₂)₂— —NH—C(═O)— K535 J9 S 2-1061 —(CH₂)₂— —NH—C(═O)— K535 J126 S 2-1062 —(CH₂)₂— —NH—C(═O)— K535 J129 S 2-1063 —(CH₂)₂— —NH—C(═O)— K535 J130 S 2-1064 —(CH₂)₂— —NH—C(═O)— K535 J138 S 2-1065 —(CH₂)₂— —NH—C(═O)— K536 J9 S 2-1066 —(CH₂)₂— —NH—C(═O)— K537 J9 S 2-1067 —(CH₂)₂— —NH—C(═O)— K538 J9 S 2-1068 —(CH₂)₂— —NH—C(═O)— K539 J9 S 2-1069 —(CH₂)₂— —NH—C(═O)— K54 J9 S 2-1070 —(CH₂)₂— —NH—C(═O)— K54 J126 S 2-1071 —(CH₂)₂— —NH—C(═O)— K54 J129 S 2-1072 —(CH₂)₂— —NH—C(═O)— K54 J130 S 2-1073 —(CH₂)₂— —NH—C(═O)— K54 J138 S 2-1074 —(CH₂)₂— —NH—C(═O)— K540 J9 S 2-1075 —(CH₂)₂— —NH—C(═O)— K541 J9 S 2-1076 —(CH₂)₂— —NH—C(═O)— K542 J9 S 2-1077 —(CH₂)₂— —NH—C(═O)— K542 J126 S 2-1078 —(CH₂)₂— —NH—C(═O)— K542 J129 S 2-1079 —(CH₂)₂— —NH—C(═O)— K542 J130 S 2-1080 —(CH₂)₂— —NH—C(═O)— K542 J138 S 2-1081 —(CH₂)₂— —NH—C(═O)— K542 J81 S 2-1082 —(CH₂)₂— —NH—C(═O)— K542 J180 S 2-1083 —(CH₂)₂— —NH—C(═O)— K543 J9 S 2-1084 —(CH₂)₂— —NH—C(═O)— K543 J81 S 2-1085 —(CH₂)₂— —NH—C(═O)— K543 J180 S 2-1086 —(CH₂)₂— —NH—C(═O)— K544 J9 S 2-1087 —(CH₂)₂— —NH—C(═O)— K545 J9 S 2-1088 —(CH₂)₂— —NH—C(═O)— K545 J126 S

TABLE 69 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1089 —(CH₂)₂— —NH—C(═O)— K545 J129 S 2-1090 —(CH₂)₂— —NH—C(═O)— K545 J130 S 2-1091 —(CH₂)₂— —NH—C(═O)— K545 J138 S 2-1092 —(CH₂)₂— —NH—C(═O)— K545 J83 S 2-1093 —(CH₂)₂— —NH—C(═O)— K545 J181 S 2-1094 —(CH₂)₂— —NH—C(═O)— K546 J9 S 2-1095 —(CH₂)₂— —NH—C(═O)— K546 J126 S 2-1096 —(CH₂)₂— —NH—C(═O)— K546 J129 S 2-1097 —(CH₂)₂— —NH—C(═O)— K546 J130 S 2-1098 —(CH₂)₂— —NH—C(═O)— K546 J138 S 2-1099 —(CH₂)₂— —NH—C(═O)— K546 J83 S 2-1100 —(CH₂)₂— —NH—C(═O)— K546 J181 S 2-1101 —(CH₂)₂— —NH—C(═O)— K547 J9 S 2-1102 —(CH₂)₂— —NH—C(═O)— K547 J126 S 2-1103 —(CH₂)₂— —NH—C(═O)— K547 J129 S 2-1104 —(CH₂)₂— —NH—C(═O)— K547 J130 S 2-1105 —(CH₂)₂— —NH—C(═O)— K547 J138 S 2-1106 —(CH₂)₂— —NH—C(═O)— K547 J84 S 2-1107 —(CH₂)₂— —NH—C(═O)— K547 J182 S 2-1108 —(CH₂)₂— —NH—C(═O)— K548 J9 S 2-1109 —(CH₂)₂— —NH—C(═O)— K548 J126 S 2-1110 —(CH₂)₂— —NH—C(═O)— K548 J129 S 2-1111 —(CH₂)₂— —NH—C(═O)— K548 J130 S 2-1112 —(CH₂)₂— —NH—C(═O)— K548 J138 S 2-1113 —(CH₂)₂— —NH—C(═O)— K548 J84 S 2-1114 —(CH₂)₂— —NH—C(═O)— K548 J182 S 2-1115 —(CH₂)₂— —NH—C(═O)— K549 J9 S 2-1116 —(CH₂)₂— —NH—C(═O)— K549 J126 S 2-1117 —(CH₂)₂— —NH—C(═O)— K549 J129 S 2-1118 —(CH₂)₂— —NH—C(═O)— K549 J130 S 2-1119 —(CH₂)₂— —NH—C(═O)— K549 J138 S 2-1120 —(CH₂)₂— —NH—C(═O)— K549 J87 S

TABLE 70 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1121 —(CH₂)₂— —NH—C(═O)— K549 J185 S 2-1122 —(CH₂)₂— —NH—C(═O)— K55 J9 S 2-1123 —(CH₂)₂— —NH—C(═O)— K550 J9 S 2-1124 —(CH₂)₂— —NH—C(═O)— K550 J126 S 2-1125 —(CH₂)₂— —NH—C(═O)— K550 J129 S 2-1126 —(CH₂)₂— —NH—C(═O)— K550 J130 S 2-1127 —(CH₂)₂— —NH—C(═O)— K550 J138 S 2-1128 —(CH₂)₂— —NH—C(═O)— K551 J9 S 2-1129 —(CH₂)₂— —NH—C(═O)— K551 J126 S 2-1130 —(CH₂)₂— —NH—C(═O)— K551 J129 S 2-1131 —(CH₂)₂— —NH—C(═O)— K551 J130 S 2-1132 —(CH₂)₂— —NH—C(═O)— K551 J138 S 2-1133 —(CH₂)₂— —NH—C(═O)— K552 J9 S 2-1134 —(CH₂)₂— —NH—C(═O)— K553 J9 S 2-1135 —(CH₂)₂— —NH—C(═O)— K554 J9 S 2-1136 —(CH₂)₂— —NH—C(═O)— K554 J126 S 2-1137 —(CH₂)₂— —NH—C(═O)— K554 J129 S 2-1138 —(CH₂)₂— —NH—C(═O)— K554 J130 S 2-1139 —(CH₂)₂— —NH—C(═O)— K554 J138 S 2-1140 —(CH₂)₂— —NH—C(═O)— K554 J87 S 2-1141 —(CH₂)₂— —NH—C(═O)— K554 J185 S 2-1142 —(CH₂)₂— —NH—C(═O)— K555 J9 S 2-1143 —(CH₂)₂— —NH—C(═O)— K556 J9 S 2-1144 —(CH₂)₂— —NH—C(═O)— K557 J9 S 2-1145 —(CH₂)₂— —NH—C(═O)— K558 J9 S 2-1146 —(CH₂)₂— —NH—C(═O)— K559 J9 S 2-1147 —(CH₂)₂— —NH—C(═O)— K56 J9 S 2-1148 —(CH₂)₂— —NH—C(═O)— K560 J9 S 2-1149 —(CH₂)₂— —NH—C(═O)— K561 J9 S 2-1150 —(CH₂)₂— —NH—C(═O)— K562 J9 S 2-1151 —(CH₂)₂— —NH—C(═O)— K563 J9 S 2-1152 —(CH₂)₂— —NH—C(═O)— K563 J89 S

TABLE 71 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1153 —(CH₂)₂— —NH—C(═O)— K563 J188 S 2-1154 —(CH₂)₂— —NH—C(═O)— K564 J9 S 2-1155 —(CH₂)₂— —NH—C(═O)— K564 J126 S 2-1156 —(CH₂)₂— —NH—C(═O)— K564 J129 S 2-1157 —(CH₂)₂— —NH—C(═O)— K564 J130 S 2-1158 —(CH₂)₂— —NH—C(═O)— K564 J138 S 2-1159 —(CH₂)₂— —NH—C(═O)— K564 J89 S 2-1160 —(CH₂)₂— —NH—C(═O)— K564 J188 S 2-1161 —(CH₂)₂— —NH—C(═O)— K565 J9 S 2-1162 —(CH₂)₂— —NH—C(═O)— K566 J9 S 2-1163 —(CH₂)₂— —NH—C(═O)— K567 J9 S 2-1164 —(CH₂)₂— —NH—C(═O)— K567 J126 S 2-1165 —(CH₂)₂— —NH—C(═O)— K567 J129 S 2-1166 —(CH₂)₂— —NH—C(═O)— K567 J130 S 2-1167 —(CH₂)₂— —NH—C(═O)— K567 J138 S 2-1168 —(CH₂)₂— —NH—C(═O)— K567 J120 S 2-1169 —(CH₂)₂— —NH—C(═O)— K567 J189 S 2-1170 —(CH₂)₂— —NH—C(═O)— K568 J9 S 2-1171 —(CH₂)₂— —NH—C(═O)— K568 J126 S 2-1172 —(CH₂)₂— —NH—C(═O)— K568 J129 S 2-1173 —(CH₂)₂— —NH—C(═O)— K568 J130 S 2-1174 —(CH₂)₂— —NH—C(═O)— K568 J138 S 2-1175 —(CH₂)₂— —NH—C(═O)— K568 J120 S 2-1176 —(CH₂)₂— —NH—C(═O)— K568 J189 S 2-1177 —(CH₂)₂— —NH—C(═O)— K569 J9 S 2-1178 —(CH₂)₂— —NH—C(═O)— K569 J126 S 2-1179 —(CH₂)₂— —NH—C(═O)— K569 J129 S 2-1180 —(CH₂)₂— —NH—C(═O)— K569 J130 S 2-1181 —(CH₂)₂— —NH—C(═O)— K569 J138 S 2-1182 —(CH₂)₂— —NH—C(═O)— K569 J121 S 2-1183 —(CH₂)₂— —NH—C(═O)— K569 J190 S 2-1184 —(CH₂)₂— —NH—C(═O)— K57 J9 S

TABLE 72 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1185 —(CH₂)₂— —NH—C(═O)— K570 J9 S 2-1186 —(CH₂)₂— —NH—C(═O)— K570 J121 S 2-1187 —(CH₂)₂— —NH—C(═O)— K570 J190 S 2-1188 —(CH₂)₂— —NH—C(═O)— K571 J9 S 2-1189 —(CH₂)₂— —NH—C(═O)— K571 J126 S 2-1190 —(CH₂)₂— —NH—C(═O)— K571 J129 S 2-1191 —(CH₂)₂— —NH—C(═O)— K571 J130 S 2-1192 —(CH₂)₂— —NH—C(═O)— K571 J138 S 2-1193 —(CH₂)₂— —NH—C(═O)— K571 J122 S 2-1194 —(CH₂)₂— —NH—C(═O)— K571 J191 S 2-1195 —(CH₂)₂— —NH—C(═O)— K572 J9 S 2-1196 —(CH₂)₂— —NH—C(═O)— K572 J126 S 2-1197 —(CH₂)₂— —NH—C(═O)— K572 J129 S 2-1198 —(CH₂)₂— —NH—C(═O)— K572 J130 S 2-1199 —(CH₂)₂— —NH—C(═O)— K572 J138 S 2-1200 —(CH₂)₂— —NH—C(═O)— K572 J122 S 2-1201 —(CH₂)₂— —NH—C(═O)— K572 J191 S 2-1202 —(CH₂)₂— —NH—C(═O)— K573 J9 S 2-1203 —(CH₂)₂— —NH—C(═O)— K573 J126 S 2-1204 —(CH₂)₂— —NH—C(═O)— K573 J129 S 2-1205 —(CH₂)₂— —NH—C(═O)— K573 J130 S 2-1206 —(CH₂)₂— —NH—C(═O)— K573 J138 S 2-1207 —(CH₂)₂— —NH—C(═O)— K573 J123 S 2-1208 —(CH₂)₂— —NH—C(═O)— K573 J192 S 2-1209 —(CH₂)₂— —NH—C(═O)— K574 J9 S 2-1210 —(CH₂)₂— —NH—C(═O)— K574 J126 S 2-1211 —(CH₂)₂— —NH—C(═O)— K574 J129 S 2-1212 —(CH₂)₂— —NH—C(═O)— K574 J130 S 2-1213 —(CH₂)₂— —NH—C(═O)— K574 J138 S 2-1214 —(CH₂)₂— —NH—C(═O)— K574 J123 S 2-1215 —(CH₂)₂— —NH—C(═O)— K574 J192 S 2-1216 —(CH₂)₂— —NH—C(═O)— K575 J9 S

TABLE 73 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1217 —(CH₂)₂— —NH—C(═O)— K575 J126 S 2-1218 —(CH₂)₂— —NH—C(═O)— K575 J129 S 2-1219 —(CH₂)₂— —NH—C(═O)— K575 J130 S 2-1220 —(CH₂)₂— —NH—C(═O)— K575 J138 S 2-1221 —(CH₂)₂— —NH—C(═O)— K575 J124 S 2-1222 —(CH₂)₂— —NH—C(═O)— K575 J193 S 2-1223 —(CH₂)₂— —NH—C(═O)— K576 J9 S 2-1224 —(CH₂)₂— —NH—C(═O)— K576 J124 S 2-1225 —(CH₂)₂— —NH—C(═O)— K576 J193 S 2-1226 —(CH₂)₂— —NH—C(═O)— K577 J9 S 2-1227 —(CH₂)₂— —NH—C(═O)— K577 J125 S 2-1228 —(CH₂)₂— —NH—C(═O)— K577 J194 S 2-1229 —(CH₂)₂— —NH—C(═O)— K578 J9 S 2-1230 —(CH₂)₂— —NH—C(═O)— K578 J125 S 2-1231 —(CH₂)₂— —NH—C(═O)— K578 J194 S 2-1232 —(CH₂)₂— —NH—C(═O)— K579 J9 S 2-1233 —(CH₂)₂— —NH—C(═O)— K579 J126 S 2-1234 —(CH₂)₂— —NH—C(═O)— K579 J129 S 2-1235 —(CH₂)₂— —NH—C(═O)— K579 J130 S 2-1236 —(CH₂)₂— —NH—C(═O)— K579 J138 S 2-1237 —(CH₂)₂— —NH—C(═O)— K579 J127 S 2-1238 —(CH₂)₂— —NH—C(═O)— K579 J195 S 2-1239 —(CH₂)₂— —NH—C(═O)— K58 J9 S 2-1240 —(CH₂)₂— —NH—C(═O)— K580 J9 S 2-1241 —(CH₂)₂— —NH—C(═O)— K580 J126 S 2-1242 —(CH₂)₂— —NH—C(═O)— K580 J129 S 2-1243 —(CH₂)₂— —NH—C(═O)— K580 J130 S 2-1244 —(CH₂)₂— —NH—C(═O)— K580 J138 S 2-1245 —(CH₂)₂— —NH—C(═O)— K580 J127 S 2-1246 —(CH₂)₂— —NH—C(═O)— K580 J195 S 2-1247 —(CH₂)₂— —NH—C(═O)— K581 J9 S 2-1248 —(CH₂)₂— —NH—C(═O)— K581 J126 S

TABLE 74 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1249 —(CH₂)₂— —NH—C(═O)— K581 J129 S 2-1250 —(CH₂)₂— —NH—C(═O)— K581 J130 S 2-1251 —(CH₂)₂— —NH—C(═O)— K581 J138 S 2-1252 —(CH₂)₂— —NH—C(═O)— K581 J128 S 2-1253 —(CH₂)₂— —NH—C(═O)— K581 J196 S 2-1254 —(CH₂)₂— —NH—C(═O)— K582 J9 S 2-1255 —(CH₂)₂— —NH—C(═O)— K582 J126 S 2-1256 —(CH₂)₂— —NH—C(═O)— K582 J129 S 2-1257 —(CH₂)₂— —NH—C(═O)— K582 J130 S 2-1258 —(CH₂)₂— —NH—C(═O)— K582 J138 S 2-1259 —(CH₂)₂— —NH—C(═O)— K582 J128 S 2-1260 —(CH₂)₂— —NH—C(═O)— K582 J196 S 2-1261 —(CH₂)₂— —NH—C(═O)— K583 J9 S 2-1262 —(CH₂)₂— —NH—C(═O)— K583 J126 S 2-1263 —(CH₂)₂— —NH—C(═O)— K583 J129 S 2-1264 —(CH₂)₂— —NH—C(═O)— K583 J130 S 2-1265 —(CH₂)₂— —NH—C(═O)— K583 J138 S 2-1266 —(CH₂)₂— —NH—C(═O)— K583 J131 S 2-1267 —(CH₂)₂— —NH—C(═O)— K583 J197 S 2-1268 —(CH₂)₂— —NH—C(═O)— K584 J9 S 2-1269 —(CH₂)₂— —NH—C(═O)— K584 J126 S 2-1270 —(CH₂)₂— —NH—C(═O)— K584 J129 S 2-1271 —(CH₂)₂— —NH—C(═O)— K584 J130 S 2-1272 —(CH₂)₂— —NH—C(═O)— K584 J138 S 2-1273 —(CH₂)₂— —NH—C(═O)— K584 J131 S 2-1274 —(CH₂)₂— —NH—C(═O)— K584 J197 S 2-1275 —(CH₂)₂— —NH—C(═O)— K585 J9 S 2-1276 —(CH₂)₂— —NH—C(═O)— K585 J126 S 2-1277 —(CH₂)₂— —NH—C(═O)— K585 J129 S 2-1278 —(CH₂)₂— —NH—C(═O)— K585 J130 S 2-1279 —(CH₂)₂— —NH—C(═O)— K585 J138 S 2-1280 —(CH₂)₂— —NH—C(═O)— K585 J132 S

TABLE 75 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1281 —(CH₂)₂— —NH—C(═O)— K585 J198 S 2-1282 —(CH₂)₂— —NH—C(═O)— K586 J9 S 2-1283 —(CH₂)₂— —NH—C(═O)— K587 J9 S 2-1284 —(CH₂)₂— —NH—C(═O)— K588 J9 S 2-1285 —(CH₂)₂— —NH—C(═O)— K589 J9 S 2-1286 —(CH₂)₂— —NH—C(═O)— K589 J126 S 2-1287 —(CH₂)₂— —NH—C(═O)— K589 J129 S 2-1288 —(CH₂)₂— —NH—C(═O)— K589 J130 S 2-1289 —(CH₂)₂— —NH—C(═O)— K589 J138 S 2-1290 —(CH₂)₂— —NH—C(═O)— K59 J9 S 2-1291 —(CH₂)₂— —NH—C(═O)— K59 J126 S 2-1292 —(CH₂)₂— —NH—C(═O)— K59 J129 S 2-1293 —(CH₂)₂— —NH—C(═O)— K59 J130 S 2-1294 —(CH₂)₂— —NH—C(═O)— K59 J138 S 2-1295 —(CH₂)₂— —NH—C(═O)— K590 J9 S 2-1296 —(CH₂)₂— —NH—C(═O)— K590 J126 S 2-1297 —(CH₂)₂— —NH—C(═O)— K590 J129 S 2-1298 —(CH₂)₂— —NH—C(═O)— K590 J130 S 2-1299 —(CH₂)₂— —NH—C(═O)— K590 J138 S 2-1300 —(CH₂)₂— —NH—C(═O)— K590 J132 S 2-1301 —(CH₂)₂— —NH—C(═O)— K590 J198 S 2-1302 —(CH₂)₂— —NH—C(═O)— K591 J9 S 2-1303 —(CH₂)₂— —NH—C(═O)— K591 J126 S 2-1304 —(CH₂)₂— —NH—C(═O)— K591 J129 S 2-1305 —(CH₂)₂— —NH—C(═O)— K591 J130 S 2-1306 —(CH₂)₂— —NH—C(═O)— K591 J138 S 2-1307 —(CH₂)₂— —NH—C(═O)— K591 J133 S 2-1308 —(CH₂)₂— —NH—C(═O)— K591 J199 S 2-1309 —(CH₂)₂— —NH—C(═O)— K592 J9 S 2-1310 —(CH₂)₂— —NH—C(═O)— K592 J126 S 2-1311 —(CH₂)₂— —NH—C(═O)— K592 J129 S 2-1312 —(CH₂)₂— —NH—C(═O)— K592 J130 S

TABLE 76 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1313 —(CH₂)₂— —NH—C(═O)— K592 J138 S 2-1314 —(CH₂)₂— —NH—C(═O)— K592 J133 S 2-1315 —(CH₂)₂— —NH—C(═O)— K592 J199 S 2-1316 —(CH₂)₂— —NH—C(═O)— K593 J9 S 2-1317 —(CH₂)₂— —NH—C(═O)— K593 J126 S 2-1318 —(CH₂)₂— —NH—C(═O)— K593 J129 S 2-1319 —(CH₂)₂— —NH—C(═O)— K593 J130 S 2-1320 —(CH₂)₂— —NH—C(═O)— K593 J138 S 2-1321 —(CH₂)₂— —NH—C(═O)— K593 J134 S 2-1322 —(CH₂)₂— —NH—C(═O)— K593 J200 S 2-1323 —(CH₂)₂— —NH—C(═O)— K594 J9 S 2-1324 —(CH₂)₂— —NH—C(═O)— K594 J126 S 2-1325 —(CH₂)₂— —NH—C(═O)— K594 J129 S 2-1326 —(CH₂)₂— —NH—C(═O)— K594 J130 S 2-1327 —(CH₂)₂— —NH—C(═O)— K594 J138 S 2-1328 —(CH₂)₂— —NH—C(═O)— K594 J134 S 2-1329 —(CH₂)₂— —NH—C(═O)— K594 J200 S 2-1330 —(CH₂)₂— —NH—C(═O)— K595 J9 S 2-1331 —(CH₂)₂— —NH—C(═O)— K595 J126 S 2-1332 —(CH₂)₂— —NH—C(═O)— K595 J129 S 2-1333 —(CH₂)₂— —NH—C(═O)— K595 J130 S 2-1334 —(CH₂)₂— —NH—C(═O)— K595 J138 S 2-1335 —(CH₂)₂— —NH—C(═O)— K595 J135 S 2-1336 —(CH₂)₂— —NH—C(═O)— K595 J201 S 2-1337 —(CH₂)₂— —NH—C(═O)— K596 J9 S 2-1338 —(CH₂)₂— —NH—C(═O)— K596 J126 S 2-1339 —(CH₂)₂— —NH—C(═O)— K596 J129 S 2-1340 —(CH₂)₂— —NH—C(═O)— K596 J130 S 2-1341 —(CH₂)₂— —NH—C(═O)— K596 J138 S 2-1342 —(CH₂)₂— —NH—C(═O)— K596 J135 S 2-1343 —(CH₂)₂— —NH—C(═O)— K596 J201 S 2-1344 —(CH₂)₂— —NH—C(═O)— K597 J9 S

TABLE 77 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1345 —(CH₂)₂— —NH—C(═O)— K598 J9 S 2-1346 —(CH₂)₂— —NH—C(═O)— K599 J9 S 2-1347 —(CH₂)₂— —NH—C(═O)— K6 J9 S 2-1348 —(CH₂)₂— —NH—C(═O)— K60 J9 S 2-1349 —(CH₂)₂— —NH—C(═O)— K60 J126 S 2-1350 —(CH₂)₂— —NH—C(═O)— K60 J129 S 2-1351 —(CH₂)₂— —NH—C(═O)— K60 J130 S 2-1352 —(CH₂)₂— —NH—C(═O)— K60 J138 S 2-1353 —(CH₂)₂— —NH—C(═O)— K600 J9 S 2-1354 —(CH₂)₂— —NH—C(═O)— K601 J9 S 2-1355 —(CH₂)₂— —NH—C(═O)— K602 J9 S 2-1356 —(CH₂)₂— —NH—C(═O)— K608 J136 S 2-1357 —(CH₂)₂— —NH—C(═O)— K608 J202 S 2-1358 —(CH₂)₂— —NH—C(═O)— K61 J9 S 2-1359 —(CH₂)₂— —NH—C(═O)— K61 J126 S 2-1360 —(CH₂)₂— —NH—C(═O)— K61 J129 S 2-1361 —(CH₂)₂— —NH—C(═O)— K61 J130 S 2-1362 —(CH₂)₂— —NH—C(═O)— K61 J138 S 2-1363 —(CH₂)₂— —NH—C(═O)— K611 J136 S 2-1364 —(CH₂)₂— —NH—C(═O)— K611 J202 S 2-1365 —(CH₂)₂— —NH—C(═O)— K618 J9 S 2-1366 —(CH₂)₂— —NH—C(═O)— K618 J126 S 2-1367 —(CH₂)₂— —NH—C(═O)— K618 J129 S 2-1368 —(CH₂)₂— —NH—C(═O)— K618 J130 S 2-1369 —(CH₂)₂— —NH—C(═O)— K618 J138 S 2-1370 —(CH₂)₂— —NH—C(═O)— K618 J137 S 2-1371 —(CH₂)₂— —NH—C(═O)— K618 J203 S 2-1372 —(CH₂)₂— —NH—C(═O)— K619 J9 S 2-1373 —(CH₂)₂— —NH—C(═O)— K619 J126 S 2-1374 —(CH₂)₂— —NH—C(═O)— K619 J129 S 2-1375 —(CH₂)₂— —NH—C(═O)— K619 J130 S 2-1376 —(CH₂)₂— —NH—C(═O)— K619 J138 S

TABLE 78 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 2-1377 —(CH₂)₂— —NH—C(═O)— K62 J9 S 2-1378 —(CH₂)₂— —NH—C(═O)— K62 J126 S 2-1379 —(CH₂)₂— —NH—C(═O)— K62 J129 S 2-1380 —(CH₂)₂— —NH—C(═O)— K62 J130 S 2-1381 —(CH₂)₂— —NH—C(═O)— K62 J138 S 2-1382 —(CH₂)₂— —NH—C(═O)— K620 J9 S 2-1383 —(CH₂)₂— —NH—C(═O)— K620 J126 S 2-1384 —(CH₂)₂— —NH—C(═O)— K620 J129 S 2-1385 —(CH₂)₂— —NH—C(═O)— K620 J130 S 2-1386 —(CH₂)₂— —NH—C(═O)— K620 J138 S 2-1387 —(CH₂)₂— —NH—C(═O)— K621 J9 S 2-1388 —(CH₂)₂— —NH—C(═O)— K622 J9 S 2-1389 —(CH₂)₂— —NH—C(═O)— K623 J9 S 2-1390 —(CH₂)₂— —NH—C(═O)— K623 J126 S 2-1391 —(CH₂)₂— —NH—C(═O)— K623 J129 S 2-1392 —(CH₂)₂— —NH—C(═O)— K623 J130 S 2-1393 —(CH₂)₂— —NH—C(═O)— K623 J138 S 2-1394 —(CH₂)₂— —NH—C(═O)— K623 J137 S 2-1395 —(CH₂)₂— —NH—C(═O)— K623 J203 S 2-1396 —(CH₂)₂— —NH—C(═O)— K624 J9 S 2-1397 —(CH₂)₂— —NH—C(═O)— K624 J126 S 2-1398 —(CH₂)₂— —NH—C(═O)— K624 J129 S 2-1399 —(CH₂)₂— —NH—C(═O)— K624 J130 S 2-1400 —(CH₂)₂— —NH—C(═O)— K624 J138 S 2-1401 —(CH₂)₂— —NH—C(═O)— K625 J9 S 2-1402 —(CH₂)₂— —NH—C(═O)— K625 J126 S 2-1403 —(CH₂)₂— —NH—C(═O)— K625 J129 S 2-1404 —(CH₂)₂— —NH—C(═O)— K625 J130 S 2-1405 —(CH₂)₂— —NH—C(═O)— K625 J138 S 2-1406 —(CH₂)₂— —NH—C(═O)— K626 J9 S 2-1407 —(CH₂)₂— —NH—C(═O)— K626 J126 S 2-1408 —(CH₂)₂— —NH—C(═O)— K626 J129 S

TABLE 79 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1409 —(CH₂)₂— —NH—C(═O)— K626 J130 S 2-1410 —(CH₂)₂— —NH—C(═O)— K626 J138 S 2-1411 —(CH₂)₂— —NH—C(═O)— K627 J9 S 2-1412 —(CH₂)₂— —NH—C(═O)— K627 J126 S 2-1413 —(CH₂)₂— —NH—C(═O)— K627 J129 S 2-1414 —(CH₂)₂— —NH—C(═O)— K627 J130 S 2-1415 —(CH₂)₂— —NH—C(═O)— K627 J138 S 2-1416 —(CH₂)₂— —NH—C(═O)— K628 J9 S 2-1417 —(CH₂)₂— —NH—C(═O)— K629 J9 S 2-1418 —(CH₂)₂— —NH—C(═O)— K63 J9 S 2-1419 —(CH₂)₂— —NH—C(═O)— K63 J126 S 2-1420 —(CH₂)₂— —NH—C(═O)— K63 J129 S 2-1421 —(CH₂)₂— —NH—C(═O)— K63 J130 S 2-1422 —(CH₂)₂— —NH—C(═O)— K63 J138 S 2-1423 —(CH₂)₂— —NH—C(═O)— K630 J9 S 2-1424 —(CH₂)₂— —NH—C(═O)— K631 J9 S 2-1425 —(CH₂)₂— —NH—C(═O)— K632 J9 S 2-1426 —(CH₂)₂— —NH—C(═O)— K633 J9 S 2-1427 —(CH₂)₂— —NH—C(═O)— K633 J126 S 2-1428 —(CH₂)₂— —NH—C(═O)— K633 J129 S 2-1429 —(CH₂)₂— —NH—C(═O)— K633 J130 S 2-1430 —(CH₂)₂— —NH—C(═O)— K633 J138 S 2-1431 —(CH₂)₂— —NH—C(═O)— K634 J9 S 2-1432 —(CH₂)₂— —NH—C(═O)— K634 J126 S 2-1433 —(CH₂)₂— —NH—C(═O)— K634 J129 S 2-1434 —(CH₂)₂— —NH—C(═O)— K634 J130 S 2-1435 —(CH₂)₂— —NH—C(═O)— K634 J138 S 2-1436 —(CH₂)₂— —NH—C(═O)— K634 J139 S 2-1437 —(CH₂)₂— —NH—C(═O)— K634 J204 S 2-1438 —(CH₂)₂— —NH—C(═O)— K635 J9 S 2-1439 —(CH₂)₂— —NH—C(═O)— K635 J126 S 2-1440 —(CH₂)₂— —NH—C(═O)— K635 J129 S

TABLE 80 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1441 —(CH₂)₂— —NH—C(═O)— K635 J130 S 2-1442 —(CH₂)₂— —NH—C(═O)— K635 J138 S 2-1443 —(CH₂)₂— —NH—C(═O)— K635 J139 S 2-1444 —(CH₂)₂— —NH—C(═O)— K635 J204 S 2-1445 —(CH₂)₂— —NH—C(═O)— K636 J9 S 2-1446 —(CH₂)₂— —NH—C(═O)— K636 J126 S 2-1447 —(CH₂)₂— —NH—C(═O)— K636 J129 S 2-1448 —(CH₂)₂— —NH—C(═O)— K636 J130 S 2-1449 —(CH₂)₂— —NH—C(═O)— K636 J138 S 2-1450 —(CH₂)₂— —NH—C(═O)— K636 J140 S 2-1451 —(CH₂)₂— —NH—C(═O)— K636 J205 S 2-1452 —(CH₂)₂— —NH—C(═O)— K637 J9 S 2-1453 —(CH₂)₂— —NH—C(═O)— K637 J140 S 2-1454 —(CH₂)₂— —NH—C(═O)— K637 J205 S 2-1455 —(CH₂)₂— —NH—C(═O)— K638 J9 S 2-1456 —(CH₂)₂— —NH—C(═O)— K638 J144 S 2-1457 —(CH₂)₂— —NH—C(═O)— K638 J206 S 2-1458 —(CH₂)₂— —NH—C(═O)— K639 J9 S 2-1459 —(CH₂)₂— —NH—C(═O)— K639 J144 S 2-1460 —(CH₂)₂— —NH—C(═O)— K639 J206 S 2-1461 —(CH₂)₂— —NH—C(═O)— K64 J9 S 2-1462 —(CH₂)₂— —NH—C(═O)— K64 J126 S 2-1463 —(CH₂)₂— —NH—C(═O)— K64 J129 S 2-1464 —(CH₂)₂— —NH—C(═O)— K64 J130 S 2-1465 —(CH₂)₂— —NH—C(═O)— K64 J138 S 2-1466 —(CH₂)₂— —NH—C(═O)— K640 J9 S 2-1467 —(CH₂)₂— —NH—C(═O)— K641 J9 S 2-1468 —(CH₂)₂— —NH—C(═O)— K642 J9 S 2-1469 —(CH₂)₂— —NH—C(═O)— K643 J9 S 2-1470 —(CH₂)₂— —NH—C(═O)— K644 J9 S 2-1471 —(CH₂)₂— —NH—C(═O)— K645 J9 S 2-1472 —(CH₂)₂— —NH—C(═O)— K646 J9 S

TABLE 81 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1473 —(CH₂)₂— —NH—C(═O)— K647 J9 S 2-1474 —(CH₂)₂— —NH—C(═O)— K648 J9 S 2-1475 —(CH₂)₂— —NH—C(═O)— K648 J126 S 2-1476 —(CH₂)₂— —NH—C(═O)— K648 J129 S 2-1477 —(CH₂)₂— —NH—C(═O)— K648 J130 S 2-1478 —(CH₂)₂— —NH—C(═O)— K648 J138 S 2-1479 —(CH₂)₂— —NH—C(═O)— K649 J9 S 2-1480 —(CH₂)₂— —NH—C(═O)— K65 J9 S 2-1481 —(CH₂)₂— —NH—C(═O)— K65 J126 S 2-1482 —(CH₂)₂— —NH—C(═O)— K65 J129 S 2-1483 —(CH₂)₂— —NH—C(═O)— K65 J130 S 2-1484 —(CH₂)₂— —NH—C(═O)— K65 J138 S 2-1485 —(CH₂)₂— —NH—C(═O)— K650 J9 S 2-1486 —(CH₂)₂— —NH—C(═O)— K651 J9 S 2-1487 —(CH₂)₂— —NH—C(═O)— K652 J9 S 2-1488 —(CH₂)₂— —NH—C(═O)— K653 J9 S 2-1489 —(CH₂)₂— —NH—C(═O)— K654 J9 S 2-1490 —(CH₂)₂— —NH—C(═O)— K655 J9 S 2-1491 —(CH₂)₂— —NH—C(═O)— K655 J126 S 2-1492 —(CH₂)₂— —NH—C(═O)— K655 J129 S 2-1493 —(CH₂)₂— —NH—C(═O)— K655 J130 S 2-1494 —(CH₂)₂— —NH—C(═O)— K655 J138 S 2-1495 —(CH₂)₂— —NH—C(═O)— K655 J147 S 2-1496 —(CH₂)₂— —NH—C(═O)— K655 J207 S 2-1497 —(CH₂)₂— —NH—C(═O)— K656 J9 S 2-1498 —(CH₂)₂— —NH—C(═O)— K657 J9 S 2-1499 —(CH₂)₂— —NH—C(═O)— K658 J9 S 2-1500 —(CH₂)₂— —NH—C(═O)— K659 J9 S 2-1501 —(CH₂)₂— —NH—C(═O)— K66 J9 S 2-1502 —(CH₂)₂— —NH—C(═O)— K66 J126 S 2-1503 —(CH₂)₂— —NH—C(═O)— K66 J129 S 2-1504 —(CH₂)₂— —NH—C(═O)— K66 J130 S

TABLE 82 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1505 —(CH₂)₂— —NH—C(═O)— K66 J138 S 2-1506 —(CH₂)₂— —NH—C(═O)— K67 J9 S 2-1507 —(CH₂)₂— —NH—C(═O)— K67 J126 S 2-1508 —(CH₂)₂— —NH—C(═O)— K67 J129 S 2-1509 —(CH₂)₂— —NH—C(═O)— K67 J130 S 2-1510 —(CH₂)₂— —NH—C(═O)— K67 J138 S 2-1511 —(CH₂)₂— —NH—C(═O)— K68 J9 S 2-1512 —(CH₂)₂— —NH—C(═O)— K68 J126 S 2-1513 —(CH₂)₂— —NH—C(═O)— K68 J129 S 2-1514 —(CH₂)₂— —NH—C(═O)— K68 J130 S 2-1515 —(CH₂)₂— —NH—C(═O)— K68 J138 S 2-1516 —(CH₂)₂— —NH—C(═O)— K69 J9 S 2-1517 —(CH₂)₂— —NH—C(═O)— K69 J126 S 2-1518 —(CH₂)₂— —NH—C(═O)— K69 J129 S 2-1519 —(CH₂)₂— —NH—C(═O)— K69 J130 S 2-1520 —(CH₂)₂— —NH—C(═O)— K69 J138 S 2-1521 —(CH₂)₂— —NH—C(═O)— K70 J9 S 2-1522 —(CH₂)₂— —NH—C(═O)— K70 J126 S 2-1523 —(CH₂)₂— —NH—C(═O)— K70 J129 S 2-1524 —(CH₂)₂— —NH—C(═O)— K70 J130 S 2-1525 —(CH₂)₂— —NH—C(═O)— K70 J138 S 2-1526 —(CH₂)₂— —NH—C(═O)— K71 J9 S 2-1527 —(CH₂)₂— —NH—C(═O)— K71 J126 S 2-1528 —(CH₂)₂— —NH—C(═O)— K71 J129 S 2-1529 —(CH₂)₂— —NH—C(═O)— K71 J130 S 2-1530 —(CH₂)₂— —NH—C(═O)— K71 J138 S 2-1531 —(CH₂)₂— —NH—C(═O)— K72 J9 S 2-1532 —(CH₂)₂— —NH—C(═O)— K72 J126 S 2-1533 —(CH₂)₂— —NH—C(═O)— K72 J129 S 2-1534 —(CH₂)₂— —NH—C(═O)— K72 J130 S 2-1535 —(CH₂)₂— —NH—C(═O)— K72 J138 S 2-1536 —(CH₂)₂— —NH—C(═O)— K73 J9 S

TABLE 83 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1537 —(CH₂)₂— —NH—C(═O)— K73 J126 S 2-1538 —(CH₂)₂— —NH—C(═O)— K73 J129 S 2-1539 —(CH₂)₂— —NH—C(═O)— K73 J130 S 2-1540 —(CH₂)₂— —NH—C(═O)— K73 J138 S 2-1541 —(CH₂)₂— —NH—C(═O)— K74 J9 S 2-1542 —(CH₂)₂— —NH—C(═O)— K74 J126 S 2-1543 —(CH₂)₂— —NH—C(═O)— K74 J129 S 2-1544 —(CH₂)₂— —NH—C(═O)— K74 J130 S 2-1545 —(CH₂)₂— —NH—C(═O)— K74 J138 S 2-1546 —(CH₂)₂— —NH—C(═O)— K75 J9 S 2-1547 —(CH₂)₂— —NH—C(═O)— K75 J126 S 2-1548 —(CH₂)₂— —NH—C(═O)— K75 J129 S 2-1549 —(CH₂)₂— —NH—C(═O)— K75 J130 S 2-1550 —(CH₂)₂— —NH—C(═O)— K75 J138 S 2-1551 —(CH₂)₂— —NH—C(═O)— K75 J3 S 2-1552 —(CH₂)₂— —NH—C(═O)— K75 J148 S 2-1553 —(CH₂)₂— —NH—C(═O)— K76 J9 S 2-1554 —(CH₂)₂— —NH—C(═O)— K76 J126 S 2-1555 —(CH₂)₂— —NH—C(═O)— K76 J129 S 2-1556 —(CH₂)₂— —NH—C(═O)— K76 J130 S 2-1557 —(CH₂)₂— —NH—C(═O)— K76 J138 S 2-1558 —(CH₂)₂— —NH—C(═O)— K761 J126 S 2-1559 —(CH₂)₂— —NH—C(═O)— K761 J129 S 2-1560 —(CH₂)₂— —NH—C(═O)— K761 J130 S 2-1561 —(CH₂)₂— —NH—C(═O)— K761 J138 S 2-1562 —(CH₂)₂— —NH—C(═O)— K761 J147 S 2-1563 —(CH₂)₂— —NH—C(═O)— K761 J207 S 2-1564 —(CH₂)₂— —NH—C(═O)— K762 J126 S 2-1565 —(CH₂)₂— —NH—C(═O)— K762 J129 S 2-1566 —(CH₂)₂— —NH—C(═O)— K762 J130 S 2-1567 —(CH₂)₂— —NH—C(═O)— K762 J138 S 2-1568 —(CH₂)₂— —NH—C(═O)— K77 J9 S

TABLE 84 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1569 —(CH₂)₂— —NH—C(═O)— K77 J126 S 2-1570 —(CH₂)₂— —NH—C(═O)— K77 J129 S 2-1571 —(CH₂)₂— —NH—C(═O)— K77 J130 S 2-1572 —(CH₂)₂— —NH—C(═O)— K77 J138 S 2-1573 —(CH₂)₂— —NH—C(═O)— K77 J3 S 2-1574 —(CH₂)₂— —NH—C(═O)— K77 J148 S 2-1575 —(CH₂)₂— —NH—C(═O)— K78 J9 S 2-1576 —(CH₂)₂— —NH—C(═O)— K78 J126 S 2-1577 —(CH₂)₂— —NH—C(═O)— K78 J129 S 2-1578 —(CH₂)₂— —NH—C(═O)— K78 J130 S 2-1579 —(CH₂)₂— —NH—C(═O)— K78 J138 S 2-1580 —(CH₂)₂— —NH—C(═O)— K78 J10 S 2-1581 —(CH₂)₂— —NH—C(═O)— K78 J149 S 2-1582 —(CH₂)₂— —NH—C(═O)— K79 J9 S 2-1583 —(CH₂)₂— —NH—C(═O)— K79 J126 S 2-1584 —(CH₂)₂— —NH—C(═O)— K79 J129 S 2-1585 —(CH₂)₂— —NH—C(═O)— K79 J130 S 2-1586 —(CH₂)₂— —NH—C(═O)— K79 J138 S 2-1587 —(CH₂)₂— —NH—C(═O)— K79 J10 S 2-1588 —(CH₂)₂— —NH—C(═O)— K79 J149 S 2-1589 —(CH₂)₂— —NH—C(═O)— K8 J9 S 2-1590 —(CH₂)₂— —NH—C(═O)— K80 J9 S 2-1591 —(CH₂)₂— —NH—C(═O)— K80 J126 S 2-1592 —(CH₂)₂— —NH—C(═O)— K80 J129 S 2-1593 —(CH₂)₂— —NH—C(═O)— K80 J130 S 2-1594 —(CH₂)₂— —NH—C(═O)— K80 J138 S 2-1595 —(CH₂)₂— —NH—C(═O)— K81 J9 S 2-1596 —(CH₂)₂— —NH—C(═O)— K81 J126 S 2-1597 —(CH₂)₂— —NH—C(═O)— K81 J129 S 2-1598 —(CH₂)₂— —NH—C(═O)— K81 J130 S 2-1599 —(CH₂)₂— —NH—C(═O)— K81 J138 S 2-1600 —(CH₂)₂— —NH—C(═O)— K82 J9 S

TABLE 85 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1601 —(CH₂)₂— —NH—C(═O)— K83 J9 S 2-1602 —(CH₂)₂— —NH—C(═O)— K83 J126 S 2-1603 —(CH₂)₂— —NH—C(═O)— K83 J129 S 2-1604 —(CH₂)₂— —NH—C(═O)— K83 J130 S 2-1605 —(CH₂)₂— —NH—C(═O)— K83 J138 S 2-1606 —(CH₂)₂— —NH—C(═O)— K83 J14 S 2-1607 —(CH₂)₂— —NH—C(═O)— K83 J150 S 2-1608 —(CH₂)₂— —NH—C(═O)— K84 J9 S 2-1609 —(CH₂)₂— —NH—C(═O)— K85 J9 S 2-1610 —(CH₂)₂— —NH—C(═O)— K85 J126 S 2-1611 —(CH₂)₂— —NH—C(═O)— K85 J129 S 2-1612 —(CH₂)₂— —NH—C(═O)— K85 J130 S 2-1613 —(CH₂)₂— —NH—C(═O)— K85 J138 S 2-1614 —(CH₂)₂— —NH—C(═O)— K86 J9 S 2-1615 —(CH₂)₂— —NH—C(═O)— K86 J126 S 2-1616 —(CH₂)₂— —NH—C(═O)— K86 J129 S 2-1617 —(CH₂)₂— —NH—C(═O)— K86 J130 S 2-1618 —(CH₂)₂— —NH—C(═O)— K86 J138 S 2-1619 —(CH₂)₂— —NH—C(═O)— K88 J126 S 2-1620 —(CH₂)₂— —NH—C(═O)— K88 J129 S 2-1621 —(CH₂)₂— —NH—C(═O)— K88 J130 S 2-1622 —(CH₂)₂— —NH—C(═O)— K88 J138 S 2-1623 —(CH₂)₂— —NH—C(═O)— K89 J9 S 2-1624 —(CH₂)₂— —NH—C(═O)— K89 J126 S 2-1625 —(CH₂)₂— —NH—C(═O)— K89 J129 S 2-1626 —(CH₂)₂— —NH—C(═O)— K89 J130 S 2-1627 —(CH₂)₂— —NH—C(═O)— K89 J138 S 2-1628 —(CH₂)₂— —NH—C(═O)— K90 J9 S 2-1629 —(CH₂)₂— —NH—C(═O)— K90 J126 S 2-1630 —(CH₂)₂— —NH—C(═O)— K90 J129 S 2-1631 —(CH₂)₂— —NH—C(═O)— K90 J130 S 2-1632 —(CH₂)₂— —NH—C(═O)— K90 J138 S

TABLE 86 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1633 —(CH₂)₂— —NH—C(═O)— K91 J9 S 2-1634 —(CH₂)₂— —NH—C(═O)— K91 J126 S 2-1635 —(CH₂)₂— —NH—C(═O)— K91 J129 S 2-1636 —(CH₂)₂— —NH—C(═O)— K91 J130 S 2-1637 —(CH₂)₂— —NH—C(═O)— K91 J138 S 2-1638 —(CH₂)₂— —NH—C(═O)— K92 J9 S 2-1639 —(CH₂)₂— —NH—C(═O)— K92 J126 S 2-1640 —(CH₂)₂— —NH—C(═O)— K92 J129 S 2-1641 —(CH₂)₂— —NH—C(═O)— K92 J130 S 2-1642 —(CH₂)₂— —NH—C(═O)— K92 J138 S 2-1643 —(CH₂)₂— —NH—C(═O)— K93 J9 S 2-1644 —(CH₂)₂— —NH—C(═O)— K93 J126 S 2-1645 —(CH₂)₂— —NH—C(═O)— K93 J129 S 2-1646 —(CH₂)₂— —NH—C(═O)— K93 J130 S 2-1647 —(CH₂)₂— —NH—C(═O)— K93 J138 S 2-1648 —(CH₂)₂— —NH—C(═O)— K94 J9 S 2-1649 —(CH₂)₂— —NH—C(═O)— K94 J126 S 2-1650 —(CH₂)₂— —NH—C(═O)— K94 J129 S 2-1651 —(CH₂)₂— —NH—C(═O)— K94 J130 S 2-1652 —(CH₂)₂— —NH—C(═O)— K94 J138 S 2-1653 —(CH₂)₂— —NH—C(═O)— K95 J126 S 2-1654 —(CH₂)₂— —NH—C(═O)— K95 J129 S 2-1655 —(CH₂)₂— —NH—C(═O)— K95 J130 S 2-1656 —(CH₂)₂— —NH—C(═O)— K95 J138 S 2-1657 —(CH₂)₂— —NH—C(═O)— K96 J9 S 2-1658 —(CH₂)₂— —NH—C(═O)— K96 J126 S 2-1659 —(CH₂)₂— —NH—C(═O)— K96 J129 S 2-1660 —(CH₂)₂— —NH—C(═O)— K96 J130 S 2-1661 —(CH₂)₂— —NH—C(═O)— K96 J138 S 2-1662 —(CH₂)₂— —NH—C(═O)— K99 J9 S 2-1663 —(CH₂)₂— —NH—C(═O)— K241 J9 O 2-1664 —(CH₂)₂— —NH—C(═O)— K241 J126 O

TABLE 87 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1665 —(CH₂)₂— —NH—C(═O)— K241 J129 O 2-1666 —(CH₂)₂— —NH—C(═O)— K241 J130 O 2-1667 —(CH₂)₂— —NH—C(═O)— K241 J138 O 2-1668 —(CH₂)₂— —NH—C(═O)— K241 J3 O 2-1669 —(CH₂)₂— —NH—C(═O)— K241 J10 O 2-1670 —(CH₂)₂— —NH—C(═O)— K241 J14 O 2-1671 —(CH₂)₂— —NH—C(═O)— K241 J16 O 2-1672 —(CH₂)₂— —NH—C(═O)— K241 J19 O 2-1673 —(CH₂)₂— —NH—C(═O)— K241 J22 O 2-1674 —(CH₂)₂— —NH—C(═O)— K241 J25 O 2-1675 —(CH₂)₂— —NH—C(═O)— K241 J26 O 2-1676 —(CH₂)₂— —NH—C(═O)— K241 J28 O 2-1677 —(CH₂)₂— —NH—C(═O)— K241 J29 O 2-1678 —(CH₂)₂— —NH—C(═O)— K241 J31 O 2-1679 —(CH₂)₂— —NH—C(═O)— K241 J33 O 2-1680 —(CH₂)₂— —NH—C(═O)— K241 J34 O 2-1681 —(CH₂)₂— —NH—C(═O)— K241 J37 O 2-1682 —(CH₂)₂— —NH—C(═O)— K241 J57 O 2-1683 —(CH₂)₂— —NH—C(═O)— K241 J58 O 2-1684 —(CH₂)₂— —NH—C(═O)— K241 J59 O 2-1685 —(CH₂)₂— —NH—C(═O)— K241 J70 O 2-1686 —(CH₂)₂— —NH—C(═O)— K241 J71 O 2-1687 —(CH₂)₂— —NH—C(═O)— K241 J72 O 2-1688 —(CH₂)₂— —NH—C(═O)— K241 J74 O 2-1689 —(CH₂)₂— —NH—C(═O)— K241 J75 O 2-1690 —(CH₂)₂— —NH—C(═O)— K241 J76 O 2-1691 —(CH₂)₂— —NH—C(═O)— K241 J77 O 2-1692 —(CH₂)₂— —NH—C(═O)— K241 J78 O 2-1693 —(CH₂)₂— —NH—C(═O)— K241 J79 O 2-1694 —(CH₂)₂— —NH—C(═O)— K241 J81 O 2-1695 —(CH₂)₂— —NH—C(═O)— K241 J83 O 2-1696 —(CH₂)₂— —NH—C(═O)— K241 J84 O

TABLE 88 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1697 —(CH₂)₂— —NH—C(═O)— K241 J87 O 2-1698 —(CH₂)₂— —NH—C(═O)— K241 J89 O 2-1699 —(CH₂)₂— —NH—C(═O)— K241 J120 O 2-1700 —(CH₂)₂— —NH—C(═O)— K241 J121 O 2-1701 —(CH₂)₂— —NH—C(═O)— K241 J122 O 2-1702 —(CH₂)₂— —NH—C(═O)— K241 J123 O 2-1703 —(CH₂)₂— —NH—C(═O)— K241 J124 O 2-1704 —(CH₂)₂— —NH—C(═O)— K241 J125 O 2-1705 —(CH₂)₂— —NH—C(═O)— K241 J127 O 2-1706 —(CH₂)₂— —NH—C(═O)— K241 J128 O 2-1707 —(CH₂)₂— —NH—C(═O)— K241 J131 O 2-1708 —(CH₂)₂— —NH—C(═O)— K241 J132 O 2-1709 —(CH₂)₂— —NH—C(═O)— K241 J133 O 2-1710 —(CH₂)₂— —NH—C(═O)— K241 J134 O 2-1711 —(CH₂)₂— —NH—C(═O)— K241 J135 O 2-1712 —(CH₂)₂— —NH—C(═O)— K241 J136 O 2-1713 —(CH₂)₂— —NH—C(═O)— K241 J137 O 2-1714 —(CH₂)₂— —NH—C(═O)— K241 J139 O 2-1715 —(CH₂)₂— —NH—C(═O)— K241 J140 O 2-1716 —(CH₂)₂— —NH—C(═O)— K241 J144 O 2-1717 —(CH₂)₂— —NH—C(═O)— K241 J147 O 2-1718 —(CH₂)₂— —NH—C(═O)— K241 J148 O 2-1719 —(CH₂)₂— —NH—C(═O)— K241 J149 O 2-1720 —(CH₂)₂— —NH—C(═O)— K241 J150 O 2-1721 —(CH₂)₂— —NH—C(═O)— K241 J151 O 2-1722 —(CH₂)₂— —NH—C(═O)— K241 J152 O 2-1723 —(CH₂)₂— —NH—C(═O)— K241 J153 O 2-1724 —(CH₂)₂— —NH—C(═O)— K241 J154 O 2-1725 —(CH₂)₂— —NH—C(═O)— K241 J155 O 2-1726 —(CH₂)₂— —NH—C(═O)— K241 J156 O 2-1727 —(CH₂)₂— —NH—C(═O)— K241 J157 O 2-1728 —(CH₂)₂— —NH—C(═O)— K241 J158 O

TABLE 89 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1729 —(CH₂)₂— —NH—C(═O)— K241 J159 O 2-1730 —(CH₂)₂— —NH—C(═O)— K241 J163 O 2-1731 —(CH₂)₂— —NH—C(═O)— K241 J165 O 2-1732 —(CH₂)₂— —NH—C(═O)— K241 J166 O 2-1733 —(CH₂)₂— —NH—C(═O)— K241 J167 O 2-1734 —(CH₂)₂— —NH—C(═O)— K241 J168 O 2-1735 —(CH₂)₂— —NH—C(═O)— K241 J169 O 2-1736 —(CH₂)₂— —NH—C(═O)— K241 J170 O 2-1737 —(CH₂)₂— —NH—C(═O)— K241 J171 O 2-1738 —(CH₂)₂— —NH—C(═O)— K241 J174 O 2-1739 —(CH₂)₂— —NH—C(═O)— K241 J175 O 2-1740 —(CH₂)₂— —NH—C(═O)— K241 J176 O 2-1741 —(CH₂)₂— —NH—C(═O)— K241 J177 O 2-1742 —(CH₂)₂— —NH—C(═O)— K241 J178 O 2-1743 —(CH₂)₂— —NH—C(═O)— K241 J179 O 2-1744 —(CH₂)₂— —NH—C(═O)— K241 J180 O 2-1745 —(CH₂)₂— —NH—C(═O)— K241 J181 O 2-1746 —(CH₂)₂— —NH—C(═O)— K241 J182 O 2-1747 —(CH₂)₂— —NH—C(═O)— K241 J185 O 2-1748 —(CH₂)₂— —NH—C(═O)— K241 J188 O 2-1749 —(CH₂)₂— —NH—C(═O)— K241 J189 O 2-1750 —(CH₂)₂— —NH—C(═O)— K241 J190 O 2-1751 —(CH₂)₂— —NH—C(═O)— K241 J191 O 2-1752 —(CH₂)₂— —NH—C(═O)— K241 J192 O 2-1753 —(CH₂)₂— —NH—C(═O)— K241 J193 O 2-1754 —(CH₂)₂— —NH—C(═O)— K241 J194 O 2-1755 —(CH₂)₂— —NH—C(═O)— K241 J195 O 2-1756 —(CH₂)₂— —NH—C(═O)— K241 J196 O 2-1757 —(CH₂)₂— —NH—C(═O)— K241 J197 O 2-1758 —(CH₂)₂— —NH—C(═O)— K241 J198 O 2-1759 —(CH₂)₂— —NH—C(═O)— K241 J199 O 2-1760 —(CH₂)₂— —NH—C(═O)— K241 J200 O

TABLE 90 -G¹- A³- Compound A⁴- -A⁵- No. -A¹- -A²- G² R² X 2-1761 —(CH₂)₂— —NH—C(═O)— K241 J201 O 2-1762 —(CH₂)₂— —NH—C(═O)— K241 J202 O 2-1763 —(CH₂)₂— —NH—C(═O)— K241 J203 O 2-1764 —(CH₂)₂— —NH—C(═O)— K241 J204 O 2-1765 —(CH₂)₂— —NH—C(═O)— K241 J205 O 2-1766 —(CH₂)₂— —NH—C(═O)— K241 J206 O 2-1767 —(CH₂)₂— —NH—C(═O)— K241 J207 O 2-1768 —(CH₂)₃— —NH—C(═O)— K11 J9 S 2-1769 —(CH₂)₃— —NH—C(═O)— K49 J9 S 2-1770 —(CH₂)₃— —NH—C(═O)— K34 J9 S 2-1771 —(CH₂)₃— —NH— K661 J9 S 2-1772 —(CH₂)₃— —NH— K663 J9 S 2-1773 —(CH₂)₃— —NH— K665 J9 S 2-1774 —(CH₂)₃— —NH— K667 J9 S 2-1775 —(CH₂)₂— —NH— K99 J9 S 2-1776 —(CH₂)₂— —NH—C(═O)—NH— K11 J9 S 2-1777 —(CH₂)₂— —NH—C(═O)—NH— K478 J9 S 2-1778 —(CH₂)₃— —NH—C(═O)—NH— K11 J9 S 2-1779 —(CH₂)₃— —NH—C(═O)—NH— K478 J9 S 2-1780 —(CH₂)₂— —NH—C(═O)—NH— K721 J9 S 2-1781 —(CH₂)₂— —NH—C(═O)—NH— K722 J9 S 2-1782 —(CH₂)₂— —NH—C(═O)—NH— K723 J9 S 2-1783 —(CH₂)₂— —NH—C(═O)—NH— K281 J9 S 2-1784 —(CH₂)₃— —NH—C(═O)—NH— K721 J9 S 2-1785 —(CH₂)₃— —NH—C(═O)—NH— K722 J9 S 2-1786 —(CH₂)₃— —NH—C(═O)—NH— K723 J9 S 2-1787 —(CH₂)₃— —NH—C(═S)—NH— K281 J9 S 2-1788 —(CH₂)₂— —NH—C(═O)—NH— K435 J9 S 2-1789 —(CH₂)₃— —NH—C(═O)—NH— K434 J9 S 2-1790 —(CH₂)₃— —NH—C(═O)—NH— K435 J9 S 2-1791 —(CH₂)₃— —NH—C(═O)—NH— K724 J9 S 2-1792 —(CH₂)₂— —NH—C(═S)—NH— K34 J9 S

TABLE 91 -G¹- A³- Compound A⁴- -A⁵- No. -A¹- -A²- G² R² X 2-1793 —(CH₂)₂— —NH—C(═O)—NH— K15 J9 S 2-1794 —(CH₂)₂— —NH—C(═O)—NH— K283 J9 S 2-1795 —(CH₂)₂— —NH—C(═O)—NH— K469 J9 S 2-1796 —(CH₂)₂— —NH—C(═O)—NH— K19 J9 S 2-1797 —(CH₂)₂— —NH—C(═O)—NH— K589 J9 S 2-1798 —(CH₂)₂— —NH—C(═O)—NH— K630 J9 S 2-1799 —(CH₂)₂— —NH—C(═O)—NH— K47 J9 S 2-1800 —(CH₂)₂— —NH—C(═O)—NH— K285 J9 S 2-1801 —(CH₂)₂— —NH—C(═O)—NH— K535 J9 S 2-1802 —(CH₂)₂— —NH—C(═O)—NH— K646 J9 S 2-1803 —(CH₂)₃— —NH—C(═O)— K1 J9 S 2-1804 —(CH₂)₂— —NH—C(═O)— K241 J78 S 2-1805 —(CH₂)₃— —NH—C(═O)— K241 J78 S 2-1806 —(CH₂)₂— —NH—C(═O)— K7 J9 S 2-1807 —(CH₂)₂— —NH—C(═O)— K11 J78 S 2-1808 —(CH₂)₂— —NH—C(═O)— K99 J78 S 2-1809 —(CH₂)₂— —NH—C(═O)— K24 J78 S 2-1810 —(CH₂)₂— —NH—C(═O)— K62 J78 S 2-1811 —(CH₂)₂— —NH—C(═O)— K72 J78 S 2-1812 —(CH₂)₂— —NH—C(═O)—NH— K11 J78 S 2-1813 —(CH₂)₂— —NH—C(═O)—NH— K49 J78 S 2-1814 —(CH₂)₃— —NH—C(═O)— K11 J78 S 2-1815 —(CH₂)₃— —NH—C(═O)— K99 J78 S 2-1816 —(CH₂)₃— —NH—C(═O)— K24 J78 S 2-1817 —(CH₂)₃— —NH—C(═O)— K62 J78 S 2-1818 —(CH₂)₃— —NH—C(═O)— K72 J78 S 2-1819 —(CH₂)₂— —NH—C(═O)— K679 J9 S 2-1820 —(CH₂)₂— —NH—C(═O)— K106 J9 S 2-1821 —(CH₂)₂— —NH—C(═O)— K271 J9 S 2-1822 —(CH₂)₂— —NH—C(═O)— K283 K283 S 2-1823 —(CH₂)₂— —NH—C(═O)— K5 J9 S 2-1824 —(CH₂)₂— —NH—C(═O)— K29 J126 S

TABLE 92 Com- -G¹-A³- pound No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1825 —(CH₂)₂— —NH—C(═O)— K28 J126 S 2-1826 —(CH₂)₂— —NH—C(═O)— K99 J126 S 2-1827 —(CH₂)₂— —NH—C(═O)— K309 J9 S 2-1828 —(CH₂)₂— —NH—C(═O)— K469 J9 S 2-1829 —(CH₂)₂— —NH—C(═O)— K11 J57 S 2-1830 —(CH₂)₂— —NH—C(═O)— K463 J9 S 2-1831 —(CH₂)₂— —NH—C(═O)— K680 J9 S 2-1832 —(CH₂)₂— —NH—C(═O)— K681 J9 S 2-1833 —(CH₂)₂— —NH—C(═O)— K682 J9 S 2-1834 —(CH₂)₂— —NH—C(═O)— K683 J9 S 2-1835 —(CH₂)₂— —NH—C(═O)— K283 J78 S 2-1836 —(CH₂)₂— —NH—C(═S)— K11 J57 S 2-1837 —(CH₂)₂— —NH—C(═O)— K684 J9 S 2-1838 —(CH₂)₂— —NH—C(═O)— K685 J9 S 2-1839 —(CH₂)₂— —NH—C(═O)— K686 J9 S 2-1840 —(CH₂)₂— —NH—C(═O)— K687 J9 S 2-1841 —(CH₂)₂— —NH—C(═O)— K688 J9 S 2-1842 —(CH₂)₂— single bond K612 J9 S 2-1843 —(CH₂)₂— —NH—C(═O)— K613 J9 S 2-1844 —(CH₂)₂— —NH—C(═O)— K675 J9 S 2-1845 —(CH₂)₂— —NH—C(═O)— K676 J9 S 2-1846 —(CH₂)₂— —NH—C(═O)— K677 J9 S 2-1847 —(CH₂)₂— —NH—C(═O)— K678 J9 S 2-1848 —(CH₂)₂— single bond K613 J9 S 2-1849 —(CH₂)₂— single bond K614 J9 S 2-1850 —(CH₂)₃— —NH—C(═O)— K676 J9 S 2-1851 —(CH₂)₃— —NH—C(═O)— K546 J9 S 2-1852 —(CH₂)₃— —NH—C(═O)— K677 J9 S 2-1853 —(CH₂)₃— —NH—C(═O)— K678 J9 S 2-1854 —(CH₂)₃— single bond K612 J9 S 2-1855 —(CH₂)₂— —N(CH₃)—C(═O)— K241 J9 S 2-1856 —(CH₂)₂— —N(CH₃)—C(═O)— K11 J9 S

TABLE 93 Com- -G¹-A³- pound No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1857 —(CH₂)₂— —N(CH₃)—C(═O)— K243 J9 S 2-1858 —(CH₂)₂— —N(CH₃)—C(═O)— K545 J9 S 2-1859 —(CH₂)₂— —N(CH₃)—C(═O)— K284 J9 S 2-1860 —(CH₂)₂— —NH—C(═O)— K689 J9 S 2-1861 —(CH₂)₂— —NH—C(═O)— K468 J9 S 2-1862 —(CH₂)₂— —NH—C(═O)— K134 J9 S 2-1863 —(CH₂)₂— —NH—C(═O)— K690 J9 S 2-1864 —(CH₂)₂— —NH—C(═O)— K218 J9 S 2-1865 —(CH₂)₂— —NH—C(═O)— K691 J9 S 2-1866 —(CH₂)₂— —NH—C(═O)— K692 J9 S 2-1867 —(CH₂)₂— —NH—C(═O)— K122 J9 S 2-1868 —(CH₂)₂— —NH—C(═O)— K693 J9 S 2-1869 —(CH₂)₂— —NH—C(═O)— K694 J9 S 2-1870 —(CH₂)₂— —NH—C(═O)— K100 J9 S 2-1871 —(CH₂)₂— —NH—C(═O)— K695 J9 S 2-1872 —(CH₂)₂— —NH—C(═O)— K273 J9 S 2-1873 —(CH₂)₂— —NH—C(═O)— K101 J9 S 2-1874 —(CH₂)₂— —NH—C(═O)— K672 J9 S 2-1875 —(CH₂)₂— —NH—C(═O)— K471 J9 S 2-1876 —(CH₂)₂— —NH—C(═O)— K674 J9 S 2-1877 —(CH₂)₂— —NH—C(═O)— K697 J9 S 2-1878 —(CH₂)₂— —NH—C(═O)— K698 J9 S 2-1879 —(CH₂)₂— —NH—C(═O)— K3 J9 S 2-1880 —(CH₂)₂— —NH—C(═O)— K87 J9 S 2-1881 —(CH₂)₂— —NH—C(═O)— K700 J9 S 2-1882 —(CH₂)₂— —NH—C(═O)— K702 J9 S 2-1883 —(CH₂)₂— —NH—C(═O)— K704 J9 S 2-1884 —(CH₂)₂— —NH—C(═O)— K706 J9 S 2-1885 —(CH₂)₂— —NH—C(═O)— K705 J9 S 2-1886 —(CH₂)₂— —NH—C(═O)— K703 J9 S 2-1887 —(CH₂)₂— —NH—C(═O)— K708 J9 S 2-1888 —(CH₂)₂— —NH—C(═O)— K709 J9 S

TABLE 94 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1889 —(CH₂)₂— —NH—C(═O)— K710 J9 S 2-1890 —(CH₂)₂— —NH—C(═O)— K711 J9 S 2-1891 —(CH₂)₂— —NH—C(═O)— K712 J9 S 2-1892 —(CH₂)₂— —NH—C(═O)— K718 J9 S 2-1893 —(CH₂)₂— —NH—C(═O)— K714 J9 S 2-1894 —(CH₂)₂— —NH—C(═O)— K715 J9 S 2-1895 —(CH₂)₂— —NH—C(═O)— K11 J1 S 2-1896 —(CH₂)₂— —NH—C(═O)— K11 J178 S 2-1897 —(CH₂)₂— —NH—C(═O)— K11 J22 S 2-1898 —(CH₂)₂— —NH—C(═O)— K669 J9 S 2-1899 —(CH₂)₂— —NH—C(═O)— K716 J9 S 2-1900 —(CH₂)₂— —NH—C(═O)— K717 J9 S 2-1901 —(CH₂)₂— —NH—C(═O)— K713 J9 S 2-1902 —(CH₂)₂— —NH—C(═O)— K719 J9 S 2-1903 —(CH₂)₂— —NH—C(═O)— K435 J9 S 2-1904 —(CH₂)₂— —NH—C(═O)— K720 J9 S 2-1905 —(CH₂)₂— —NH—S(═O)₂— K11 J9 S 2-1906 —(CH₂)₂— —NH—C(═O)— K11 J19 S 2-1907 —(CH₂)₂— —NH—C(═S)— K11 J19 S 2-1908 —(CH₂)₂— —NH—C(═O)— K11 J151 S 2-1909 —(CH₂)₂— —NH—C(═O)— K11 J140 S 2-1910 —(CH₂)₂— —NH—C(═O)— K283 J140 S 2-1911 —(CH₂)₂— —NH—C(═O)— K49 J140 S 2-1912 —(CH₂)₂— —NH—C(═O)— K24 J140 S 2-1913 —(CH₂)₂— —NH—C(═O)— K243 J140 S 2-1914 —(CH₂)₂— —NH—C(═O)— K247 J140 S 2-1915 —(CH₂)₂— —NH—C(═O)— K244 J140 S 2-1916 —(CH₂)₂— —NH—C(═O)— K60 J140 S 2-1917 —(CH₂)₂— —NH—C(═O)— K62 J140 S 2-1918 —(CH₂)₂— —NH—C(═O)— K64 J140 S 2-1919 —(CH₂)₂— —NH—C(═O)— K11 J176 S 2-1920 —(CH₂)₂— —NH—C(═S)— K11 J176 S

TABLE 95 Com- pound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1921 —(CH₂)₂— —NH—C(═O)— K11 J185 S 2-1922 —(CH₂)₂— —NH—C(═O)— K11 J49 S 2-1923 —(CH₂)₂— —NH—C(═O)— K11 J150 S 2-1924 —(CH₂)₂— —NH—C(═O)— K11 J37 S 2-1925 —(CH₂)₂— —NH—C(═O)— K11 J169 S 2-1926 —(CH₂)₂— —NH—C(═O)— K11 J171 S 2-1927 —(CH₂)₂— —NH—C(═O)— K658 J130 S 2-1928 —(CH₂)₂— —NH—C(═O)— K543 J130 S 2-1929 —(CH₂)₂— —NH—C(═O)— K632 J130 S 2-1930 —(CH₂)₂— —NH—C(═O)— K761 J9 S 2-1931 —(CH₂)₂— —NH— K661 J9 S 2-1932 —(CH₂)₂— —NH— K663 J9 S 2-1933 —(CH₂)₂— —NH— K665 J9 S 2-1934 —(CH₂)₂— —NH— K667 J9 S 2-1935 —(CH₂)₂— —NH— K668 J9 S 2-1936 —(CH₂)₂— —NH— K669 J9 S 2-1937 —(CH₂)₂— —NH— K670 J9 S 2-1938 —(CH₂)₂— —NH—C(═O)—NH— K434 J9 S 2-1939 —(CH₂)₂— —NH—C(═O)—NH— K724 J9 S 2-1940 —(CH₂)₂— —NH—C(═O)—NH— K34 J9 S 2-1941 —(CH₂)₂— —NH—C(═O)—NH— K443 J9 S 2-1942 —(CH₂)₂— —NH—C(═O)—NH— K32 J9 S 2-1943 —(CH₂)₂— —NH—C(═O)—NH— K287 J9 S 2-1944 —(CH₂)₃— —NH—C(═O)— K243 J9 S 2-1945 —(CH₂)₃— —NH—C(═O)— K241 J9 S 2-1946 —(CH₂)₂— —NH— K617 J129 S 2-1947 —(CH₂)₃— —NH—C(═O)— K241 J9 O 2-1948 —(CH₂)₂— —NH—C(═O)— K283 J9 O 2-1949 —(CH₂)₂— —NH—C(═O)— K283 J126 O 2-1950 —(CH₂)₂— —NH—C(═O)— K283 J129 O 2-1951 —(CH₂)₂— —NH— K617 J129 O 2-1952 —(CH₂)₂— —NH—C(═O)— K283 J1 O

TABLE 96 Com- -G¹-A³- pound No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1953 —(CH₂)₂— —NH—C(═O)— K11 J1 O 2-1954 —(CH₂)₂— —NH—C(═O)— K11 J178 O 2-1955 —(CH₂)₃— —NH—C(═O)— K241 J78 O 2-1956 —(CH₂)₂— —NH—C(═O)— K283 J19 S 2-1957 —(CH₂)₂— —NH—C(═O)— K283 J151 S 2-1958 —(CH₂)₂— —NH—C(═O)—O— K5 J138 O 2-1959 —(CH₂)₂— —NH—C(═O)—O— K5 J78 O 2-1960 —(CH₂)₂— —NH—C(═O)—O— K5 J126 O 2-1961 —(CH₂)₂— —NH—C(═O)—O— K5 J129 O 2-1962 —(CH₂)₂— —NH—C(═O)—O— K5 J130 O 2-1963 —(CH₂)₃— —NH—C(═O)—O— K5 J78 O 2-1964 —(CH₂)₂— —NH—C(═O)—O— K5 J1 O 2-1965 —(CH₂)₂— —NH— K767 J213 S 2-1966 —(CH₂)₂— —NH— K775 J214 S 2-1967 —(CH₂)₂— —NH— K763 J215 S 2-1968 —(CH₂)₂— —NH— K766 J216 S 2-1969 —(CH₂)₂— —NH— K813 J217 S 2-1970 —(CH₂)₂— —NH— K774 J218 S 2-1971 —(CH₂)₂— —NH— K764 J219 S 2-1972 —(CH₂)₂— —NH— K769 J220 S 2-1973 —(CH₂)₂— —NH— K821 J221 S 2-1974 —(CH₂)₂— —NH— K776 J222 S 2-1975 —(CH₂)₂— —NH— K778 J223 S 2-1976 —(CH₂)₂— —NH— K777 J224 S 2-1977 —(CH₂)₂— —NH— K767 J225 S 2-1978 —(CH₂)₂— —NH— K766 J226 S 2-1979 —(CH₂)₂— —NH— K819 J227 S 2-1980 —(CH₂)₂— —NH— K765 J228 S 2-1981 —(CH₂)₂— —NH— K780 J229 S 2-1982 —(CH₂)₂— —NH— K776 J230 S 2-1983 —(CH₂)₂— —NH— K814 J231 S 2-1984 —(CH₂)₂— —NH— K775 J232 S

TABLE 97 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-1985 —(CH₂)₂— —NH— K771 J233 S 2-1986 —(CH₂)₂— —NH— K765 J234 S 2-1987 —(CH₂)₂— —NH— K779 J235 S 2-1988 —(CH₂)₂— —NH— K773 J236 S 2-1989 —(CH₂)₂— —NH— K768 J237 S 2-1990 —(CH₂)₂— —NH— K770 J238 S 2-1991 —(CH₂)₂— —NH— K767 J239 S 2-1992 —(CH₂)₂— —NH— K811 J240 S 2-1993 —(CH₂)₂— —NH— K808 J241 S 2-1994 —(CH₂)₂— —NH— K763 J242 S 2-1995 —(CH₂)₂— —NH— K772 J243 S 2-1996 —(CH₂)₂— —NH—C(═O)— K585 J213 S 2-1997 —(CH₂)₂— —NH—C(═O)— K577 J213 S 2-1998 —(CH₂)₂— —NH—C(═O)— K516 J214 S 2-1999 —(CH₂)₂— —NH—C(═O)— K634 J214 S 2-2000 —(CH₂)₂— —NH—C(═O)— K581 J215 S 2-2001 —(CH₂)₂— —NH—C(═O)— K618 J215 S 2-2002 —(CH₂)₂— —NH—C(═O)— K573 J216 S 2-2003 —(CH₂)₂— —NH—C(═O)— K500 J216 S 2-2004 —(CH₂)₂— —NH—C(═O)— K513 J217 S 2-2005 —(CH₂)₂— —NH—C(═O)— K548 J217 S 2-2006 —(CH₂)₂— —NH—C(═O)— K577 J218 S 2-2007 —(CH₂)₂— —NH—C(═O)— K629 J218 S 2-2008 —(CH₂)₂— —NH—C(═O)— K618 J219 S 2-2009 —(CH₂)₂— —NH—C(═O)— K578 J219 S 2-2010 —(CH₂)₂— —NH—C(═O)— K585 J220 S 2-2011 —(CH₂)₂— —NH—C(═O)— K594 J220 S 2-2012 —(CH₂)₂— —NH—C(═O)— K427 J221 S 2-2013 —(CH₂)₂— —NH—C(═O)— K583 J221 S 2-2014 —(CH₂)₂— —NH—C(═O)— K607 J222 S 2-2015 —(CH₂)₂— —NH—C(═O)— K580 J222 S 2-2016 —(CH₂)₂— —NH—C(═O)— K297 J223 S

TABLE 98 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-2017 —(CH₂)₂— —NH—C(═O)— K575 J223 S 2-2018 —(CH₂)₂— —NH—C(═O)— K247 J224 S 2-2019 —(CH₂)₂— —NH—C(═O)— K627 J224 S 2-2020 —(CH₂)₂— —NH—C(═O)— K246 J225 S 2-2021 —(CH₂)₂— —NH—C(═O)— K243 J225 S 2-2022 —(CH₂)₂— —NH—C(═O)— K80 J226 S 2-2023 —(CH₂)₂— —NH—C(═O)— K54 J226 S 2-2024 —(CH₂)₂— —NH—C(═O)— K623 J227 S 2-2025 —(CH₂)₂— —NH—C(═O)— K245 J227 S 2-2026 —(CH₂)₂— —NH—C(═O)— K246 J228 S 2-2027 —(CH₂)₂— —NH—C(═O)— K582 J228 S 2-2028 —(CH₂)₂— —NH—C(═O)— K609 J229 S 2-2029 —(CH₂)₂— —NH—C(═O)— K611 J229 S 2-2030 —(CH₂)₂— —NH—C(═O)— K576 J230 S 2-2031 —(CH₂)₂— —NH—C(═O)— K585 J230 S 2-2032 —(CH₂)₂— —NH—C(═O)— K244 J231 S 2-2033 —(CH₂)₂— —NH—C(═O)— K82 J231 S 2-2034 —(CH₂)₂— —NH—C(═O)— K66 J232 S 2-2035 —(CH₂)₂— —NH—C(═O)— K248 J232 S 2-2036 —(CH₂)₂— —NH—C(═O)— K639 J233 S 2-2037 —(CH₂)₂— —NH—C(═O)— K85 J233 S 2-2038 —(CH₂)₂— —NH—C(═O)— K249 J234 S 2-2039 —(CH₂)₂— —NH—C(═O)— K245 J234 S 2-2040 —(CH₂)₂— —NH—C(═O)— K632 J235 S 2-2041 —(CH₂)₂— —NH—C(═O)— K246 J235 S 2-2042 —(CH₂)₂— —NH—C(═O)— K242 J236 S 2-2043 —(CH₂)₂— —NH—C(═O)— K618 J236 S 2-2044 —(CH₂)₂— —NH—C(═O)— K60 J237 S 2-2045 —(CH₂)₂— —NH—C(═O)— K581 J237 S 2-2046 —(CH₂)₂— —NH—C(═O)— K64 J238 S 2-2047 —(CH₂)₂— —NH—C(═O)— K247 J238 S 2-2048 —(CH₂)₂— —NH—C(═O)— K577 J239 S

TABLE 99 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-2049 —(CH₂)₂— —NH—C(═O)— K67 J239 S 2-2050 —(CH₂)₂— —NH—C(═O)— K573 J240 S 2-2051 —(CH₂)₂— —NH—C(═O)— K244 J240 S 2-2052 —(CH₂)₂— —NH—C(═O)— K69 J241 S 2-2053 —(CH₂)₂— —NH—C(═O)— K583 J241 S 2-2054 —(CH₂)₂— —NH—C(═O)— K580 J242 S 2-2055 —(CH₂)₂— —NH—C(═O)— K68 J242 S 2-2056 —(CH₂)₂— —NH—C(═O)— K245 J243 S 2-2057 —(CH₂)₂— —NH—C(═O)— K578 J243 S 2-2058 —(CH₂)₂— —NH— K808 J126 S 2-2059 —(CH₂)₂— —NH— K808 J129 S 2-2060 —(CH₂)₂— —NH— K808 J130 S 2-2061 —(CH₂)₂— —NH— K808 J138 S 2-2062 —(CH₂)₂— —NH— K809 J126 S 2-2063 —(CH₂)₂— —NH— K809 J129 S 2-2064 —(CH₂)₂— —NH— K809 J130 S 2-2065 —(CH₂)₂— —NH— K809 J138 S 2-2066 —(CH₂)₂— —NH— K810 J126 S 2-2067 —(CH₂)₂— —NH— K810 J129 S 2-2068 —(CH₂)₂— —NH— K810 J130 S 2-2069 —(CH₂)₂— —NH— K810 J138 S 2-2070 —(CH₂)₂— —NH— K811 J126 S 2-2071 —(CH₂)₂— —NH— K811 J129 S 2-2072 —(CH₂)₂— —NH— K811 J130 S 2-2073 —(CH₂)₂— —NH— K811 J138 S 2-2074 —(CH₂)₂— —NH— K812 J126 S 2-2075 —(CH₂)₂— —NH— K812 J129 S 2-2076 —(CH₂)₂— —NH— K812 J130 S 2-2077 —(CH₂)₂— —NH— K812 J138 S 2-2078 —(CH₂)₂— —NH— K813 J126 S 2-2079 —(CH₂)₂— —NH— K813 J129 S 2-2080 —(CH₂)₂— —NH— K813 J130 S

TABLE 100 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-2081 —(CH₂)₂— —NH— K813 J138 S 2-2082 —(CH₂)₂— —NH— K814 J126 S 2-2083 —(CH₂)₂— —NH— K814 J129 S 2-2084 —(CH₂)₂— —NH— K814 J130 S 2-2085 —(CH₂)₂— —NH— K814 J138 S 2-2086 —(CH₂)₂— —NH— K815 J126 S 2-2087 —(CH₂)₂— —NH— K815 J129 S 2-2088 —(CH₂)₂— —NH— K815 J130 S 2-2089 —(CH₂)₂— —NH— K815 J138 S 2-2090 —(CH₂)₂— —NH— K816 J126 S 2-2091 —(CH₂)₂— —NH— K816 J129 S 2-2092 —(CH₂)₂— —NH— K816 J130 S 2-2093 —(CH₂)₂— —NH— K816 J138 S 2-2094 —(CH₂)₂— —NH— K817 J126 S 2-2095 —(CH₂)₂— —NH— K817 J129 S 2-2096 —(CH₂)₂— —NH— K817 J130 S 2-2097 —(CH₂)₂— —NH— K817 J138 S 2-2098 —(CH₂)₂— —NH— K818 J126 S 2-2099 —(CH₂)₂— —NH— K818 J129 S 2-2100 —(CH₂)₂— —NH— K818 J130 S 2-2101 —(CH₂)₂— —NH— K818 J138 S 2-2102 —(CH₂)₂— —NH— K819 J126 S 2-2103 —(CH₂)₂— —NH— K819 J129 S 2-2104 —(CH₂)₂— —NH— K819 J130 S 2-2105 —(CH₂)₂— —NH— K819 J138 S 2-2106 —(CH₂)₂— —NH— K820 J126 S 2-2107 —(CH₂)₂— —NH— K820 J129 S 2-2108 —(CH₂)₂— —NH— K820 J130 S 2-2109 —(CH₂)₂— —NH— K820 J138 S 2-2110 —(CH₂)₂— —NH— K821 J126 S 2-2111 —(CH₂)₂— —NH— K821 J129 S 2-2112 —(CH₂)₂— —NH— K821 J130 S

TABLE 101 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-2113 —(CH₂)₂— —NH— K821 J138 S 2-2114 —(CH₂)₂— —NH—C(═O)— K797 J126 S 2-2115 —(CH₂)₂— —NH—C(═O)— K797 J129 S 2-2116 —(CH₂)₂— —NH—C(═O)— K797 J130 S 2-2117 —(CH₂)₂— —NH—C(═O)— K797 J138 S 2-2118 —(CH₂)₂— —NH—C(═O)— K798 J126 S 2-2119 —(CH₂)₂— —NH—C(═O)— K798 J129 S 2-2120 —(CH₂)₂— —NH—C(═O)— K798 J130 S 2-2121 —(CH₂)₂— —NH—C(═O)— K798 J138 S 2-2122 —(CH₂)₂— —NH—C(═O)— K799 J126 S 2-2123 —(CH₂)₂— —NH—C(═O)— K799 J129 S 2-2124 —(CH₂)₂— —NH—C(═O)— K799 J130 S 2-2125 —(CH₂)₂— —NH—C(═O)— K799 J138 S 2-2126 —(CH₂)₂— —NH—C(═O)— K800 J126 S 2-2127 —(CH₂)₂— —NH—C(═O)— K800 J129 S 2-2128 —(CH₂)₂— —NH—C(═O)— K800 J130 S 2-2129 —(CH₂)₂— —NH—C(═O)— K800 J138 S 2-2130 —(CH₂)₂— —NH—C(═O)— K801 J126 S 2-2131 —(CH₂)₂— —NH—C(═O)— K801 J129 S 2-2132 —(CH₂)₂— —NH—C(═O)— K801 J130 S 2-2133 —(CH₂)₂— —NH—C(═O)— K801 J138 S 2-2134 —(CH₂)₂— —NH—C(═O)— K802 J126 S 2-2135 —(CH₂)₂— —NH—C(═O)— K802 J129 S 2-2136 —(CH₂)₂— —NH—C(═O)— K802 J130 S 2-2137 —(CH₂)₂— —NH—C(═O)— K802 J138 S 2-2138 —(CH₂)₂— —NH—C(═O)— K803 J126 S 2-2139 —(CH₂)₂— —NH—C(═O)— K803 J129 S 2-2140 —(CH₂)₂— —NH—C(═O)— K803 J130 S 2-2141 —(CH₂)₂— —NH—C(═O)— K803 J138 S 2-2142 —(CH₂)₂— —NH—C(═O)— K804 J126 S 2-2143 —(CH₂)₂— —NH—C(═O)— K804 J129 S 2-2144 —(CH₂)₂— —NH—C(═O)— K804 J130 S

TABLE 102 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 2-2145 —(CH₂)₂— —NH—C(═O)— K804 J138 S 2-2146 —(CH₂)₂— —NH—C(═O)— K805 J126 S 2-2147 —(CH₂)₂— —NH—C(═O)— K805 J129 S 2-2148 —(CH₂)₂— —NH—C(═O)— K805 J130 S 2-2149 —(CH₂)₂— —NH—C(═O)— K805 J138 S 2-2150 —(CH₂)₂— —NH—C(═O)— K806 J126 S 2-2151 —(CH₂)₂— —NH—C(═O)— K806 J129 S 2-2152 —(CH₂)₂— —NH—C(═O)— K806 J130 S 2-2153 —(CH₂)₂— —NH—C(═O)— K806 J138 S 2-2154 —(CH₂)₂— —NH—C(═O)— K807 J126 S 2-2155 —(CH₂)₂— —NH—C(═O)— K807 J129 S 2-2156 —(CH₂)₂— —NH—C(═O)— K807 J130 S 2-2157 —(CH₂)₂— —NH—C(═O)— K807 J138 S 2-2158 —(CH₂)₂— —NH—C(═O)— K822 J9 S 2-2159 —(CH₂)₂— —NH—C(═O)— K88 J9 S

TABLE 103 Com- pound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 3-0001 —(CH₂)₂— —C(═O)—NH— K240 J9 S 3-0002 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 J1 S 3-0003 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 J6 S 3-0004 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 J9 S 3-0005 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 J22 S 3-0006 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 J30 S 3-0007 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 J70 S 3-0008 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 J77 S 3-0009 —(CH₂)₂— —C(═O)—NH— K4 J9 S 3-0010 —(CH₂)₂— —C(═O)—NH— K4 J10 S 3-0011 —(CH₂)₂— —C(═O)—NH— K4 J13 S 3-0012 —(CH₂)₂— —C(═O)—NH— K256 J9 S 3-0013 —(CH₂)₂— —C(═O)—NH— K256 J42 S 3-0014 —(CH₂)₂— —C(═O)—NH— K256 J43 S 3-0015 —(CH₂)₂— —C(═O)—NH— K256 J59 S 3-0016 —(CH₂)₂— —C(═O)—NH— K257 J9 S 3-0017 —(CH₂)₂— —C(═O)—NH— k257 J132 S 3-0018 —(CH₂)₂— —C(═O)—NH— K257 J133 S 3-0019 —(CH₂)₂— —C(═O)—NH— K258 J9 S 3-0020 —(CH₂)₂— —C(═O)—NH— K260 J9 S 3-0021 —(CH₂)₂— —C(═O)—NH— K262 J9 S 3-0022 —(CH₂)₂— —C(═O)—NH— K262 J134 S 3-0023 —(CH₂)₂— —C(═O)—NH— K262 J137 S 3-0024 —(CH₂)₂— —C(═O)—NH— K262 J154 S 3-0025 —(CH₂)₂— —C(═O)—NH— K262 J157 S 3-0026 —(CH₂)₂— —C(═O)—NH— K262 J168 S 3-0027 —(CH₂)₂— —C(═O)—NH— K262 J174 O 3-0028 —(CH₂)₂— —C(═O)—NH— K262 J177 S 3-0029 —(CH₂)₂— —C(═O)—NH— K263 J9 S 3-0030 —(CH₂)₂— —C(═O)—NH— K263 J11 S 3-0031 —(CH₂)₂— —C(═O)—NH— K263 J20 O 3-0032 —(CH₂)₂— —C(═O)—NH— K263 J48 O

TABLE 104 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 3-0033 —(CH₂)₂— —C(═O)—NH— K263 J51 S 3-0034 —(CH₂)₂— —C(═O)—NH— K263 J52 S 3-0035 —(CH₂)₂— —C(═O)—NH— K263 J87 O 3-0036 —(CH₂)₂— —C(═O)—NH— K264 J9 S 3-0037 —(CH₂)₂— —C(═O)—N(CH₃)— K268 J9 S 3-0038 —(CH₂)₂— —C(═O)—NH— K7 J9 S 3-0039 —(CH₂)₂— —C(═O)—NH— K7 J105 S 3-0040 —(CH₂)₂— —C(═O)—NH— K7 J127 S 3-0041 —(CH₂)₂— —C(═O)—NH— K7 J129 O 3-0042 —(CH₂)₂— —C(═O)—NH— K7 J138 O 3-0043 —(CH₂)₂— —C(═O)—NH— K7 J147 S 3-0044 —(CH₂)₂— —C(═O)—NH— K7 J165 S 3-0045 —(CH₂)₂— —C(═O)—NH— K7 J178 O 3-0046 —(CH₂)₂— —C(═O)—NH— K8 J73 S 3-0047 —(CH₂)₂— —C(═O)—NH— K8 J74 S 3-0048 —(CH₂)₂— —C(═O)—NH— K8 J75 O 3-0049 —(CH₂)₂— —C(═O)—NH— K8 J81 O 3-0050 —(CH₂)₂— —C(═O)—NH— K8 J82 S 3-0051 —(CH₂)₂— —C(═O)—NH— K8 J83 S 3-0052 —(CH₂)₂— —C(═O)—NH— K8 J92 O 3-0053 —(CH₂)₂— —C(═O)—NH— K9 J9 S 3-0054 —(CH₂)₂— —C(═O)—NH— K271 J1 S 3-0055 —(CH₂)₂— —C(═O)—NH— K271 J6 S 3-0056 —(CH₂)₂— —C(═O)—NH— K271 J22 S 3-0057 —(CH₂)₂— —C(═O)—NH— K271 J30 S 3-0058 —(CH₂)₂— —C(═O)—NH— K271 J70 S 3-0059 —(CH₂)₂— —C(═O)—NH— K271 J77 S 3-0060 —(CH₂)₂— —C(═O)—NH— K273 J3 S 3-0061 —(CH₂)₂— —C(═O)—NH— K273 J9 S 3-0062 —(CH₂)₂— —C(═O)—NH— K273 J78 S 3-0063 —(CH₂)₂— —C(═O)—NH— K273 J130 S 3-0064 —(CH₂)₂— —C(═O)—N(CH₃)— K274 J9 S

TABLE 105 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 3-0065 —(CH₂)₂— —C(═O)—NH— K275 J9 S 3-0066 —(CH₂)₂— —C(═O)—NH— K279 J10 S 3-0067 —(CH₂)₂— —C(═O)—NH— K279 J13 S 3-0068 —(CH₂)₂— —C(═O)—NH— K279 J19 S 3-0069 —(CH₂)₂— —C(═O)—NH— K279 J57 S 3-0070 —(CH₂)₂— —C(═O)—NH— K279 J126 S 3-0071 —(CH₂)₂— —C(═O)—NH— K279 J128 S 3-0072 —(CH₂)₂— —C(═O)—NH— K279 J140 S 3-0073 —(CH₂)₂— —C(═O)—NH— K11 J9 S 3-0074 —(CH₂)₂— —C(═O)—NH— K11 J78 S 3-0075 —(CH₂)₂— —C(═O)—NH— K37 J1 S 3-0076 —(CH₂)₂— —C(═O)—NH— K37 J6 S 3-0077 —(CH₂)₂— —C(═O)—NH— K37 J22 S 3-0078 —(CH₂)₂— —C(═O)—NH— K37 J30 S 3-0079 —(CH₂)₂— —C(═O)—NH— K37 J70 S 3-0080 —(CH₂)₂— —C(═O)—NH— K37 J77 S 3-0081 —(CH₂)₂— —C(═O)—NH— K19 J9 S 3-0082 —(CH₂)₂— —C(═O)—NH— K283 J9 S 3-0083 —(CH₂)₂— —C(═O)—NH— K14 J9 S 3-0084 —(CH₂)₂— —C(═O)—NH— K284 J9 S 3-0085 —(CH₂)₂— —C(═O)—NH— K23 J9 S 3-0086 —(CH₂)₂— —C(═O)—NH— K45 J9 S 3-0087 —(CH₂)₂— —C(═O)—NH— K286 J9 S 3-0088 —(CH₂)₂— —C(═O)—NH— K286 J10 S 3-0089 —(CH₂)₂— —C(═O)—NH— K286 J13 S 3-0090 —(CH₂)₂— —C(═O)—NH— K32 J9 S 3-0091 —(CH₂)₂— —C(═O)—NH— K287 J9 S 3-0092 —(CH₂)₂— —C(═O)—NH— K287 J42 S 3-0093 —(CH₂)₂— —C(═O)—NH— K287 J43 S 3-0094 —(CH₂)₂— —C(═O)—NH— K287 J49 S 3-0095 —(CH₂)₂— —C(═O)—NH— K287 J50 S 3-0096 —(CH₂)₂— —C(═O)—NH— K287 J58 S

TABLE 106 Com- pound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 3-0097 —(CH₂)₂— —C(═O)—NH— K287 J59 S 3-0098 —(CH₂)₂— —C(═O)—NH— K287 J64 S 3-0099 —(CH₂)₂— —C(═O)—N(CH₃)— K11 J9 S 3-0100 —(CH₂)₂— —C(═O)—N(CH₃)— K24 J9 S 3-0101 —(CH₂)₂— —C(═O)—N(CH₃)— K24 J96 S 3-0102 —(CH₂)₂— —C(═O)—N(CH₃)— K24 J100 S 3-0103 —(CH₂)₂— —C(═O)—N(CH₃)— K24 J104 S 3-0104 —(CH₂)₂— —C(═O)—N(CH₃)— K24 J119 S 3-0105 —(CH₂)₂— —C(═O)—N(CH₃)— K24 J120 S 3-0106 —(CH₂)₂— —C(═O)—N(CH₃)— K294 J42 S 3-0107 —(CH₂)₂— —C(═O)—N(CH₃)— K294 J43 S 3-0108 —(CH₂)₂— —C(═O)—N(CH₃)— K294 J59 S 3-0109 —(CH₂)₂— —C(═O)—NH— K70 J9 S 3-0110 —(CH₂)₂— —C(═O)—NH— K72 J9 S 3-0111 —(CH₂)₂— —C(═O)—NH— K72 J137 S 3-0112 —(CH₂)₂— —C(═O)—NH— K68 J9 S 3-0113 —(CH₂)₂— —C(═O)—NH— K68 J20 S 3-0114 —(CH₂)₂— —C(═O)—NH— K68 J48 S 3-0115 —(CH₂)₂— —C(═O)—NH— K302 J9 S 3-0116 —(CH₂)₂— —C(═O)—NH— K99 J9 S 3-0117 —(CH₂)₂— —C(═O)—NH— K99 J78 S 3-0118 —(CH₂)₂— —C(═O)—NH— K308 J9 S 3-0119 —(CH₂)₂— —C(═O)—NH— K309 J9 S 3-0120 —(CH₂)₂— —C(═O)—NH— K309 J138 S 3-0121 —(CH₂)₂— —C(═O)—NH— K309 J147 O 3-0122 —(CH₂)₂— —C(═O)—NH— K309 J165 O 3-0123 —(CH₂)₂— —C(═O)—NH— K309 J178 S 3-0124 —(CH₂)₂— —C(═O)—NH— K103 J9 S 3-0125 —(CH₂)₂— —C(═O)—NH— K105 J9 S 3-0126 —(CH₂)₂— —C(═O)—NH— K106 J9 S 3-0127 —(CH₂)₂— —C(═O)—NH— K106 J73 S 3-0128 —(CH₂)₂— —C(═O)—NH— K106 J74 O

TABLE 107 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 3-0129 —(CH₂)₂— —C(═O)—NH— K106 J75 S 3-0130 —(CH₂)₂— —C(═O)—NH— K106 J81 S 3-0131 —(CH₂)₂— —C(═O)—NH— K106 J82 O 3-0132 —(CH₂)₂— —C(═O)—NH— K106 J83 O 3-0133 —(CH₂)₂— —C(═O)—NH— K106 J92 S 3-0134 —(CH₂)₂— —C(═O)—NH— K109 J9 S 3-0135 —(CH₂)₂— —C(═O)—NH— K109 J78 S 3-0136 —(CH₂)₂— —C(═O)—NH— K110 J9 S 3-0137 —(CH₂)₂— —C(═O)—NH— K110 J78 S 3-0138 —(CH₂)₂— —C(═O)—NH— K120 J9 O 3-0139 —(CH₂)₂— —C(═O)—NH— K120 J9 S 3-0140 —(CH₂)₂— —C(═O)—NH— K120 J78 S 3-0141 —(CH₂)₂— —C(═O)—N(CH₃)— K99 J1 S 3-0142 —(CH₂)₂— —C(═O)—N(CH₃)— K99 J6 S 3-0143 —(CH₂)₂— —C(═O)—N(CH₃)— K99 J9 S 3-0144 —(CH₂)₂— —C(═O)—N(CH₃)— K99 J22 S 3-0145 —(CH₂)₂— —C(═O)—N(CH₃)— K99 J30 S 3-0146 —(CH₂)₂— —C(═O)—N(CH₃)— K99 J70 S 3-0147 —(CH₂)₂— —C(═O)—N(CH₃)— K99 J77 S 3-0148 —(CH₂)₂— —C(═O)— K314 J9 S 3-0149 —(CH₂)₂— —C(═O)— K314 J10 S 3-0150 —(CH₂)₂— —C(═O)— K314 J13 S 3-0151 —(CH₂)₂— —C(═O)— K315 J3 S 3-0152 —(CH₂)₂— —C(═O)— K315 J9 S 3-0153 —(CH₂)₂— —C(═O)— K315 J42 S 3-0154 —(CH₂)₂— —C(═O)— K315 J43 S 3-0155 —(CH₂)₂— —C(═O)— K315 J59 S 3-0156 —(CH₂)₂— —C(═O)— K315 J78 S 3-0157 —(CH₂)₂— —C(═O)— K315 J130 S 3-0158 —(CH₂)₂— —C(═O)— K316 J132 S 3-0159 —(CH₂)₂— —C(═O)— K316 J133 S 3-0160 —(CH₂)₂— —C(═O)— K317 J9 S

TABLE 108 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0161 —(CH₂)₂— —C(═O)— K317 J134 S 3-0162 —(CH₂)₂— —C(═O)— K317 J137 S 3-0163 —(CH₂)₂— —C(═O)— K317 J154 S 3-0164 —(CH₂)₂— —C(═O)— K317 J157 S 3-0165 —(CH₂)₂— —C(═O)— K317 J168 S 3-0166 —(CH₂)₂— —C(═O)— K317 J174 O 3-0167 —(CH₂)₂— —C(═O)— K317 J177 O 3-0168 —(CH₂)₂— —C(═O)— K318 J9 S 3-0169 —(CH₂)₂— —C(═O)— K318 J11 S 3-0170 —(CH₂)₂— —C(═O)— K318 J20 S 3-0171 —(CH₂)₂— —C(═O)— K318 J48 O 3-0172 —(CH₂)₂— —C(═O)— K318 J51 S 3-0173 —(CH₂)₂— —C(═O)— K318 J52 S 3-0174 —(CH₂)₂— —C(═O)— K318 J87 O 3-0175 —(CH₂)₂— —C(═O)— K319 J9 S 3-0176 —(CH₂)₂— —C(═O)— K319 J19 S 3-0177 —(CH₂)₂— —C(═O)— K319 J57 S 3-0178 —(CH₂)₂— —C(═O)— K319 J105 O 3-0179 —(CH₂)₂— —C(═O)— K319 J126 S 3-0180 —(CH₂)₂— —C(═O)— K319 J127 S 3-0181 —(CH₂)₂— —C(═O)— K319 J128 S 3-0182 —(CH₂)₂— —C(═O)— K319 J129 S 3-0183 —(CH₂)₂— —C(═O)— K319 J140 S 3-0184 —(CH₂)₂— —C(═O)— K320 J9 S 3-0185 —(CH₂)₂— —C(═O)— K325 J1 S 3-0186 —(CH₂)₂— —C(═O)— K325 J3 S 3-0187 —(CH₂)₂— —C(═O)— K325 J6 S 3-0188 —(CH₂)₂— —C(═O)— K325 J9 S 3-0189 —(CH₂)₂— —C(═O)— K325 J22 S 3-0190 —(CH₂)₂— —C(═O)— K325 J30 S 3-0191 —(CH₂)₂— —C(═O)— K325 J70 S 3-0192 —(CH₂)₂— —C(═O)— K325 J77 S

TABLE 109 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0193 —(CH₂)₂— —C(═O)— K325 J78 S 3-0194 —(CH₂)₂— —C(═O)— K325 J130 S 3-0195 —(CH₂)₂— —C(═O)— K329 J10 S 3-0196 —(CH₂)₂— —C(═O)— K329 J13 S 3-0197 —(CH₂)₂— —C(═O)— K330 J9 S 3-0198 —(CH₂)₂— —C(═O)— K331 J9 S 3-0199 —(CH₂)₂— —C(═O)— K331 J42 S 3-0200 —(CH₂)₂— —C(═O)— K331 J43 S 3-0201 —(CH₂)₂— —C(═O)— K331 J49 S 3-0202 —(CH₂)₂— —C(═O)— K331 J50 S 3-0203 —(CH₂)₂— —C(═O)— K331 J58 S 3-0204 —(CH₂)₂— —C(═O)— K331 J59 S 3-0205 —(CH₂)₂— —C(═O)— K331 J64 S 3-0206 —(CH₂)₂— —C(═O)— K332 J9 S 3-0207 —(CH₂)₂— —C(═O)— K332 J78 S 3-0208 —(CH₂)₂— —C(═O)— K332 J96 S 3-0209 —(CH₂)₂— —C(═O)— K332 J100 S 3-0210 —(CH₂)₂— —C(═O)— K332 J104 S 3-0211 —(CH₂)₂— —C(═O)— K332 J119 S 3-0212 —(CH₂)₂— —C(═O)— K332 J120 S 3-0213 —(CH₂)₂— —C(═O)— K332 J132 S 3-0214 —(CH₂)₂— —C(═O)— K332 J133 S 3-0215 —(CH₂)₂— —C(═O)— K334 J134 S 3-0216 —(CH₂)₂— —C(═O)— K334 J137 S 3-0217 —(CH₂)₂— —C(═O)— K335 J9 S 3-0218 —(CH₂)₂— —C(═O)— K335 J20 O 3-0219 —(CH₂)₂— —C(═O)— K335 J48 S 3-0220 —(CH₂)₂— —C(═O)— K336 J9 S 3-0221 —(CH₂)₂— —C(═O)— K336 J19 S 3-0222 —(CH₂)₂— —C(═O)— K336 J57 S 3-0223 —(CH₂)₂— —C(═O)— K336 J126 S 3-0224 —(CH₂)₂— —C(═O)— K336 J128 S

TABLE 110 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0225 —(CH₂)₂— —C(═O)— K336 J138 S 3-0226 —(CH₂)₂— —C(═O)— K336 J140 S 3-0227 —(CH₂)₂— —C(═O)— K336 J147 S 3-0228 —(CH₂)₂— —C(═O)— K336 J165 O 3-0229 —(CH₂)₂— —C(═O)— K336 J178 S 3-0230 —(CH₂)₂— —C(═O)— K337 J3 S 3-0231 —(CH₂)₂— —C(═O)— K337 J9 S 3-0232 —(CH₂)₂— —C(═O)— K337 J73 S 3-0233 —(CH₂)₂— —C(═O)— K337 J74 O 3-0234 —(CH₂)₂— —C(═O)— K337 J75 O 3-0235 —(CH₂)₂— —C(═O)— K337 J78 S 3-0236 —(CH₂)₂— —C(═O)— K337 J81 S 3-0237 —(CH₂)₂— —C(═O)— K337 J82 S 3-0238 —(CH₂)₂— —C(═O)— K337 J83 O 3-0239 —(CH₂)₂— —C(═O)— K337 J92 S 3-0240 —(CH₂)₂— —C(═O)— K337 J130 S 3-0241 —(CH₂)₂— —C(═O)— K338 J9 S 3-0242 —(CH₂)₂— —C(═O)— K338 J78 S 3-0243 —(CH₂)₂— —C(═O)— K339 J9 S 3-0244 —(CH₂)₂— —C(═O)— K340 J9 S 3-0245 —(CH₂)₂— —C(═O)— K343 J9 S 3-0246 —(CH₂)₂— —C(═O)— K344 J9 O 3-0247 —(CH₂)₂— —C(═O)— K346 J1 S 3-0248 —(CH₂)₂— —C(═O)— K346 J6 S 3-0249 —(CH₂)₂— —C(═O)— K346 J22 S 3-0250 —(CH₂)₂— —C(═O)— K346 J30 S 3-0251 —(CH₂)₂— —C(═O)— K346 J70 S 3-0252 —(CH₂)₂— —C(═O)— K346 J77 S 3-0253 —(CH₂)₂— —C(═O)— K349 J10 S 3-0254 —(CH₂)₂— —C(═O)— K349 J13 S 3-0255 —(CH₂)₂— —C(═O)— K350 J42 S 3-0256 —(CH₂)₂— —C(═O)— K350 J43 S

TABLE 111 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0257 —(CH₂)₂— —C(═O)— K350 J59 S 3-0258 —(CH₂)₂— —C(═O)— K352 J137 S 3-0259 —(CH₂)₂— —C(═O)— K352 J154 S 3-0260 —(CH₂)₂— —C(═O)— K352 J157 S 3-0261 —(CH₂)₂— —C(═O)— K352 J168 S 3-0262 —(CH₂)₂— —C(═O)— K352 J174 S 3-0263 —(CH₂)₂— —C(═O)— K352 J177 O 3-0264 —(CH₂)₂— —C(═O)— K353 J11 S 3-0265 —(CH₂)₂— —C(═O)— K353 J20 S 3-0266 —(CH₂)₂— —C(═O)— K353 J48 O 3-0267 —(CH₂)₂— —C(═O)— K353 J51 O 3-0268 —(CH₂)₂— —C(═O)— K353 J52 S 3-0269 —(CH₂)₂— —C(═O)— K353 J87 S 3-0270 —(CH₂)₂— —C(═O)— K354 J19 S 3-0271 —(CH₂)₂— —C(═O)— K354 J57 S 3-0272 —(CH₂)₂— —C(═O)— K354 J105 O 3-0273 —(CH₂)₂— —C(═O)— K354 J126 S 3-0274 —(CH₂)₂— —C(═O)— K354 J127 S 3-0275 —(CH₂)₂— —C(═O)— K354 J128 S 3-0276 —(CH₂)₂— —C(═O)— K354 J129 S 3-0277 —(CH₂)₂— —C(═O)— K354 J138 O 3-0278 —(CH₂)₂— —C(═O)— K354 J140 S 3-0279 —(CH₂)₂— —C(═O)— K354 J147 O 3-0280 —(CH₂)₂— —C(═O)— K354 J165 S 3-0281 —(CH₂)₂— —C(═O)— K354 J178 S 3-0282 —(CH₂)₂— —C(═O)— K355 J3 S 3-0283 —(CH₂)₂— —C(═O)— K355 J9 S 3-0284 —(CH₂)₂— —C(═O)— K355 J73 O 3-0285 —(CH₂)₂— —C(═O)— K355 J74 S 3-0286 —(CH₂)₂— —C(═O)— K355 J75 S 3-0287 —(CH₂)₂— —C(═O)— K355 J78 S 3-0288 —(CH₂)₂— —C(═O)— K355 J81 O

TABLE 112 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0289 —(CH₂)₂— —C(═O)— K355 J82 O 3-0290 —(CH₂)₂— —C(═O)— K355 J83 S 3-0291 —(CH₂)₂— —C(═O)— K355 J92 S 3-0292 —(CH₂)₂— —C(═O)— K355 J130 S 3-0293 —(CH₂)₂— —C(═O)— K356 J9 O 3-0294 —(CH₂)₂— —C(═O)— K358 J9 S 3-0295 —(CH₂)₂— —C(═O)— K358 J19 S 3-0296 —(CH₂)₂— —C(═O)— K358 J57 S 3-0297 —(CH₂)₂— —C(═O)— K358 J78 S 3-0298 —(CH₂)₂— —C(═O)— K358 J126 S 3-0299 —(CH₂)₂— —C(═O)— K358 J128 S 3-0300 —(CH₂)₂— —C(═O)— K358 J140 S 3-0301 —(CH₂)₂— —C(═O)— K359 J1 S 3-0302 —(CH₂)₂— —C(═O)— K359 J6 S 3-0303 —(CH₂)₂— —C(═O)— K359 J22 S 3-0304 —(CH₂)₂— —C(═O)— K359 J30 S 3-0305 —(CH₂)₂— —C(═O)— K359 J70 S 3-0306 —(CH₂)₂— —C(═O)— K359 J77 S 3-0307 —(CH₂)₂— —C(═O)— K360 J10 S 3-0308 —(CH₂)₂— —C(═O)— K360 J13 S 3-0309 —(CH₂)₂— —C(═O)— K361 J42 S 3-0310 —(CH₂)₂— —C(═O)— K361 J43 S 3-0311 —(CH₂)₂— —C(═O)— K361 J49 S 3-0312 —(CH₂)₂— —C(═O)— K361 J50 S 3-0313 —(CH₂)₂— —C(═O)— K361 J58 S 3-0314 —(CH₂)₂— —C(═O)— K361 J59 S 3-0315 —(CH₂)₂— —C(═O)— K361 J64 S 3-0316 —(CH₂)₂— —C(═O)— K362 J96 S 3-0317 —(CH₂)₂— —C(═O)— K362 J100 S 3-0318 —(CH₂)₂— —C(═O)— K362 J104 S 3-0319 —(CH₂)₂— —C(═O)— K362 J119 S 3-0320 —(CH₂)₂— —C(═O)— K362 J120 S

TABLE 113 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0321 —(CH₂)₂— —C(═O)— K362 J132 S 3-0322 —(CH₂)₂— —C(═O)— K362 J133 S 3-0323 —(CH₂)₂— —C(═O)— K363 J134 S 3-0324 —(CH₂)₂— —C(═O)— K363 J137 S 3-0325 —(CH₂)₂— —C(═O)— K364 J9 S 3-0326 —(CH₂)₂— —C(═O)— K364 J20 O 3-0327 —(CH₂)₂— —C(═O)— K364 J48 S 3-0328 —(CH₂)₂— —C(═O)— K364 J51 S 3-0329 —(CH₂)₂— —C(═O)— K364 J52 O 3-0330 —(CH₂)₂— —C(═O)— K364 J87 O 3-0331 —(CH₂)₂— —C(═O)— K365 J9 S 3-0332 —(CH₂)₂— —C(═O)— K365 J105 S 3-0333 —(CH₂)₂— —C(═O)— K365 J127 S 3-0334 —(CH₂)₂— —C(═O)— K365 J129 O 3-0335 —(CH₂)₂— —C(═O)— K365 J138 S 3-0336 —(CH₂)₂— —C(═O)— K365 J147 S 3-0337 —(CH₂)₂— —C(═O)— K365 J165 O 3-0338 —(CH₂)₂— —C(═O)— K365 J178 O 3-0339 —(CH₂)₂— —C(═O)— K367 J9 S 3-0340 —(CH₂)₂— —C(═O)— K368 J9 S 3-0341 —(CH₂)₂— —C(═O)— K368 J73 S 3-0342 —(CH₂)₂— —C(═O)— K368 J74 S 3-0343 —(CH₂)₂— —C(═O)— K368 J75 O 3-0344 —(CH₂)₂— —C(═O)— K368 J81 S 3-0345 —(CH₂)₂— —C(═O)— K368 J82 S 3-0346 —(CH₂)₂— —C(═O)— K368 J83 O 3-0347 —(CH₂)₂— —C(═O)— K368 J92 O 3-0348 —(CH₂)₂— —C(═O)— K369 J9 S 3-0349 —(CH₂)₂— —C(═O)— K371 J9 S 3-0350 —(CH₂)₂— —C(═O)— K372 J9 S 3-0351 —(CH₂)₂— —C(═O)— K373 J9 S 3-0352 —(CH₂)₂— —C(═O)— K374 J9 S

TABLE 114 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0353 —(CH₂)₂— —C(═O)— K377 J9 S 3-0354 —(CH₂)₂— —C(═O)— K380 J9 S 3-0355 —(CH₂)₂— —C(═O)— K381 J1 S 3-0356 —(CH₂)₂— —C(═O)— K381 J6 S 3-0357 —(CH₂)₂— —C(═O)— K381 J9 S 3-0358 —(CH₂)₂— —C(═O)— K381 J22 S 3-0359 —(CH₂)₂— —C(═O)— K381 J30 S 3-0360 —(CH₂)₂— —C(═O)— K381 J70 S 3-0361 —(CH₂)₂— —C(═O)— K381 J77 S 3-0362 —(CH₂)₂— —C(═O)— K381 J78 S 3-0363 —(CH₂)₂— —C(═O)— K382 J3 S 3-0364 —(CH₂)₂— —C(═O)— K382 J9 S 3-0365 —(CH₂)₂— —C(═O)— K382 J10 S 3-0366 —(CH₂)₂— —C(═O)— K382 J13 S 3-0367 —(CH₂)₂— —C(═O)— K382 J78 S 3-0368 —(CH₂)₂— —C(═O)— K382 J130 S 3-0369 —(CH₂)₂— —C(═O)— K383 J42 S 3-0370 —(CH₂)₂— —C(═O)— K383 J43 S 3-0371 —(CH₂)₂— —C(═O)— K383 J59 S 3-0372 —(CH₂)₂— —C(═O)— K384 J132 S 3-0373 —(CH₂)₂— —C(═O)— K384 J133 S 3-0374 —(CH₂)₂— —C(═O)— K385 J134 S 3-0375 —(CH₂)₂— —C(═O)— K385 J137 S 3-0376 —(CH₂)₂— —C(═O)— K385 J154 S 3-0377 —(CH₂)₂— —C(═O)— K385 J157 S 3-0378 —(CH₂)₂— —C(═O)— K385 J168 S 3-0379 —(CH₂)₂— —C(═O)— K385 J174 S 3-0380 —(CH₂)₂— —C(═O)— K385 J177 O 3-0381 —(CH₂)₂— —C(═O)— K386 J11 O 3-0382 —(CH₂)₂— —C(═O)— K386 J20 S 3-0383 —(CH₂)₂— —C(═O)— K386 J48 S 3-0384 —(CH₂)₂— —C(═O)— K387 J138 S

TABLE 115 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0385 —(CH₂)₂— —C(═O)— K387 J147 O 3-0386 —(CH₂)₂— —C(═O)— K387 J165 S 3-0387 —(CH₂)₂— —C(═O)— K387 J178 S 3-0388 —(CH₂)₂— —C(═O)— K388 J73 O 3-0389 —(CH₂)₂— —C(═O)— K388 J74 O 3-0390 —(CH₂)₂— —C(═O)— K388 J75 S 3-0391 —(CH₂)₂— —C(═O)— K388 J81 S 3-0392 —(CH₂)₂— —C(═O)— K388 J82 O 3-0393 —(CH₂)₂— —C(═O)— K388 J83 S 3-0394 —(CH₂)₂— —C(═O)— K388 J92 S 3-0395 —(CH₂)₂— —C(═O)— K389 J9 O 3-0396 —(CH₂)₂— —C(═O)— K391 J9 O 3-0397 —(CH₂)₂— —C(═O)— K391 J9 S 3-0398 —(CH₂)₂— —C(═O)— K392 J9 S 3-0399 —(CH₂)₂— —C(═O)— K393 J9 S 3-0400 —(CH₂)₂— —C(═O)— K394 J1 S 3-0401 —(CH₂)₂— —C(═O)— K394 J6 S 3-0402 —(CH₂)₂— —C(═O)— K394 J19 S 3-0403 —(CH₂)₂— —C(═O)— K394 J22 S 3-0404 —(CH₂)₂— —C(═O)— K394 J30 S 3-0405 —(CH₂)₂— —C(═O)— K394 J57 S 3-0406 —(CH₂)₂— —C(═O)— K394 J70 S 3-0407 —(CH₂)₂— —C(═O)— K394 J77 S 3-0408 —(CH₂)₂— —C(═O)— K394 J126 S 3-0409 —(CH₂)₂— —C(═O)— K394 J128 S 3-0410 —(CH₂)₂— —C(═O)— K394 J140 S 3-0411 —(CH₂)₂— —C(═O)— K395 J10 S 3-0412 —(CH₂)₂— —C(═O)— K395 J13 S 3-0413 —(CH₂)₂— —C(═O)— K396 J42 S 3-0414 —(CH₂)₂— —C(═O)— K396 J43 S 3-0415 —(CH₂)₂— —C(═O)— K396 J49 S 3-0416 —(CH₂)₂— —C(═O)— K396 J50 S

TABLE 116 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 3-0417 —(CH₂)₂— —C(═O)— K396 J58 S 3-0418 —(CH₂)₂— —C(═O)— K396 J59 S 3-0419 —(CH₂)₂— —C(═O)— K396 J64 S 3-0420 —(CH₂)₂— —C(═O)— K397 J3 S 3-0421 —(CH₂)₂— —C(═O)— K397 J9 S 3-0422 —(CH₂)₂— —C(═O)— K397 J78 S 3-0423 —(CH₂)₂— —C(═O)— K397 J96 S 3-0424 —(CH₂)₂— —C(═O)— K397 J100 S 3-0425 —(CH₂)₂— —C(═O)— K397 J104 S 3-0426 —(CH₂)₂— —C(═O)— K397 J119 S 3-0427 —(CH₂)₂— —C(═O)— K397 J120 S 3-0428 —(CH₂)₂— —C(═O)— K397 J130 S 3-0429 —(CH₂)₂— —C(═O)— K398 J137 S 3-0430 —(CH₂)₂— —C(═O)—NH— K399 J9 S 3-0431 —(CH₂)₂— —C(═O)—NH— K402 J20 O 3-0432 —(CH₂)₂— —C(═O)—NH— K402 J48 O 3-0433 —(CH₂)₂— —C(═O)—NH— K402 J51 S 3-0434 —(CH₂)₂— —C(═O)—NH— K402 J52 S 3-0435 —(CH₂)₂— —C(═O)—NH— K402 J87 O 3-0436 —(CH₂)₂— —C(═O)—NH— K167 J105 S 3-0437 —(CH₂)₂— —C(═O)—NH— K167 J127 S 3-0438 —(CH₂)₂— —C(═O)—NH— K167 J129 O 3-0439 —(CH₂)₂— —C(═O)— K412 J1 S 3-0440 —(CH₂)₂— —C(═O)— K412 J6 S 3-0441 —(CH₂)₂— —C(═O)— K412 J22 S 3-0442 —(CH₂)₂— —C(═O)— K412 J30 S 3-0443 —(CH₂)₂— —C(═O)— K412 J70 S 3-0444 —(CH₂)₂— —C(═O)— K412 J77 S 3-0445 —(CH₂)₂— —C(═O)— K413 J10 S 3-0446 —(CH₂)₂— —C(═O)— K413 J13 S 3-0447 —(CH₂)₂— —C(═O)— K414 J42 S 3-0448 —(CH₂)₂— —C(═O)— K414 J43 S

TABLE 117 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 3-0449 —(CH₂)₂— —C(═O)— K414 J59 S 3-0450 —(CH₂)₂— —C(═O)— K415 J132 S 3-0451 —(CH₂)₂— —C(═O)— K415 J133 S 3-0452 —(CH₂)₂— —C(═O)— K416 J134 S 3-0453 —(CH₂)₂— —C(═O)— K416 J137 S 3-0454 —(CH₂)₂— —C(═O)— K416 J154 S 3-0455 —(CH₂)₂— —C(═O)— K416 J157 S 3-0456 —(CH₂)₂— —C(═O)— K416 J168 O 3-0457 —(CH₂)₂— —C(═O)— K416 J174 S 3-0458 —(CH₂)₂— —C(═O)— K416 J177 S 3-0459 —(CH₂)₂— —C(═O)— K417 J11 O 3-0460 —(CH₂)₂— —C(═O)— K417 J20 S 3-0461 —(CH₂)₂— —C(═O)— K417 J48 S 3-0462 —(CH₂)₂— —C(═O)— K418 J3 S 3-0463 —(CH₂)₂— —C(═O)— K418 J9 S 3-0464 —(CH₂)₂— —C(═O)— K418 J78 S 3-0465 —(CH₂)₂— —C(═O)— K418 J130 S 3-0466 —(CH₂)₂— —C(═O)— K418 J138 S 3-0467 —(CH₂)₂— —C(═O)— K418 J147 O 3-0468 —(CH₂)₂— —C(═O)— K418 J165 O 3-0469 —(CH₂)₂— —C(═O)— K418 J178 S 3-0470 —(CH₂)₂— —C(═O)— K419 J73 S 3-0471 —(CH₂)₂— —C(═O)— K419 J74 O 3-0472 —(CH₂)₂— —C(═O)— K419 J75 S 3-0473 —(CH₂)₂— —C(═O)— K419 J81 S 3-0474 —(CH₂)₂— —C(═O)— K419 J82 O 3-0475 —(CH₂)₂— —C(═O)— K419 J83 O 3-0476 —(CH₂)₂— —C(═O)— K419 J92 S 3-0477 —(CH₂)₂— —C(═O)— K420 J9 S 3-0478 —(CH₂)₂— —C(═O)— K421 J9 O 3-0479 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J1 S 3-0480 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J6 S

TABLE 118 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 3-0481 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J19 S 3-0482 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J22 S 3-0483 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J30 S 3-0484 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J57 S 3-0485 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J70 S 3-0486 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J77 S 3-0487 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J126 S 3-0488 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J128 S 3-0489 —(CH₂)₂— —C(═O)—N(CH₃)— K422 J140 S 3-0490 —(CH₂)₂— —C(═O)—NH— K422 J10 S 3-0491 —(CH₂)₂— —C(═O)—NH— K422 J13 S 3-0492 —(CH₂)₂— —C(═O)—N(CH₃)— K186 J42 S 3-0493 —(CH₂)₂— —C(═O)—N(CH₃)— K186 J43 S 3-0494 —(CH₂)₂— —C(═O)—N(CH₃)— K186 J49 S 3-0495 —(CH₂)₂— —C(═O)—N(CH₃)— K186 J50 S 3-0496 —(CH₂)₂— —C(═O)—N(CH₃)— K186 J58 S 3-0497 —(CH₂)₂— —C(═O)—N(CH₃)— K186 J59 S 3-0498 —(CH₂)₂— —C(═O)—N(CH₃)— K186 J64 S 3-0499 —(CH₂)₂— —C(═O)—NH— K34 J96 S 3-0500 —(CH₂)₂— —C(═O)—NH— K34 J100 S 3-0501 —(CH₂)₂— —C(═O)—NH— K34 J104 S 3-0502 —(CH₂)₂— —C(═O)—NH— K34 J119 S 3-0503 —(CH₂)₂— —C(═O)—NH— K34 J120 S 3-0504 —(CH₂)₂— —C(═O)—NH— K34 J132 S 3-0505 —(CH₂)₂— —C(═O)—NH— K34 J133 S 3-0506 —(CH₂)₂— —C(═O)—NH— K423 J134 S 3-0507 —(CH₂)₂— —C(═O)—NH— K423 J137 S 3-0508 —(CH₂)₂— —C(═O)—NH— K424 J20 S 3-0509 —(CH₂)₂— —C(═O)—NH— K424 J48 O 3-0510 —(CH₂)₂— —C(═O)—NH— K424 J51 S 3-0511 —(CH₂)₂— —C(═O)—NH— K424 J52 S 3-0512 —(CH₂)₂— —C(═O)—NH— K424 J87 O

TABLE 119 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 3-0513 —(CH₂)₂— —C(═O)—NH— K425 J105 O 3-0514 —(CH₂)₂— —C(═O)—NH— K425 J127 S 3-0515 —(CH₂)₂— —C(═O)—NH— K425 J129 S 3-0516 —(CH₂)₂— —C(═O)—NH— K425 J138 O 3-0517 —(CH₂)₂— —C(═O)—NH— K425 J147 S 3-0518 —(CH₂)₂— —C(═O)—NH— K425 J165 S 3-0519 —(CH₂)₂— —C(═O)—NH— K425 J178 O 3-0520 —(CH₂)₂— —C(═O)—NH— K426 J73 O 3-0521 —(CH₂)₂— —C(═O)—NH— K426 J74 S 3-0522 —(CH₂)₂— —C(═O)—NH— K426 J75 S 3-0523 —(CH₂)₂— —C(═O)—NH— K426 J81 O 3-0524 —(CH₂)₂— —C(═O)—NH— K426 J82 S 3-0525 —(CH₂)₂— —C(═O)—NH— K426 J83 S 3-0526 —(CH₂)₂— —C(═O)—NH— K426 J92 O 3-0527 —(CH₂)₂— —C(═O)—NH— K427 J9 O 3-0528 —(CH₂)₃— —C(═O)—NH— K4 J2 S 3-0529 —(CH₂)₃— —C(═O)—NH— K4 J4 S 3-0530 —(CH₂)₃— —C(═O)—NH— K4 J28 S 3-0531 —(CH₂)₃— —C(═O)—NH— K4 J31 S 3-0532 —(CH₂)₃— —C(═O)—NH— K256 J9 S 3-0533 —(CH₂)₃— —C(═O)—NH— K256 J50 S 3-0534 —(CH₂)₃— —C(═O)—NH— K256 J58 S 3-0535 —(CH₂)₃— —C(═O)—NH— K256 J64 S 3-0536 —(CH₂)₃— —C(═O)—NH— K257 J96 S 3-0537 —(CH₂)₃— —C(═O)—NH— K257 J100 S 3-0538 —(CH₂)₃— —C(═O)—NH— K257 J104 S 3-0539 —(CH₂)₃— —C(═O)—NH— K257 J119 S 3-0540 —(CH₂)₃— —C(═O)—NH— K257 J120 S 3-0541 —(CH₂)₃— —C(═O)—N(CH₃)— K132 J9 S 3-0542 —(CH₂)₃— —C(═O)—N(CH₃)— K268 J9 S 3-0543 —(CH₂)₃— —C(═O)—NH— K7 J9 S 3-0544 —(CH₂)₃— —C(═O)—N(CH₃)— K274 J9 S

TABLE 120 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 3-0545 —(CH₂)₃— —C(═O)—NH— K275 J9 S 3-0546 —(CH₂)₃— —C(═O)—NH— K279 J2 S 3-0547 —(CH₂)₃— —C(═O)—NH— K279 J4 S 3-0548 —(CH₂)₃— —C(═O)—NH— K279 J28 S 3-0549 —(CH₂)₃— —C(═O)—NH— K279 J31 S 3-0550 —(CH₂)₃— —C(═O)—NH— K281 J9 S 3-0551 —(CH₂)₃— —C(═O)—NH— K11 J9 S 3-0552 —(CH₂)₃— —C(═O)—NH— K282 J9 S 3-0553 —(CH₂)₃— —C(═O)—NH— K35 J9 S 3-0554 —(CH₂)₃— —C(═O)—NH— K37 J9 S 3-0555 —(CH₂)₃— —C(═O)—NH— K15 J9 S 3-0556 —(CH₂)₃— —C(═O)—NH— K283 J9 S 3-0557 —(CH₂)₃— —C(═O)—NH— K13 J9 S 3-0558 —(CH₂)₃— —C(═O)—NH— K14 J9 S 3-0559 —(CH₂)₃— —C(═O)—NH— K284 J9 S 3-0560 —(CH₂)₃— —C(═O)—NH— K23 J9 S 3-0561 —(CH₂)₃— —C(═O)—NH— K30 J9 S 3-0562 —(CH₂)₃— —C(═O)—NH— K286 J2 S 3-0563 —(CH₂)₃— —C(═O)—NH— K286 J4 S 3-0564 —(CH₂)₃— —C(═O)—NH— K286 J9 S 3-0565 —(CH₂)₃— —C(═O)—NH— K286 J28 S 3-0566 —(CH₂)₃— —C(═O)—NH— K286 J31 S 3-0567 —(CH₂)₃— —C(═O)—NH— K32 J9 S 3-0568 —(CH₂)₃— —C(═O)—NH— K289 J9 S 3-0569 —(CH₂)₃— —C(═O)—N(CH₃)— K24 J132 S 3-0570 —(CH₂)₃— —C(═O)—N(CH₃)— K24 J133 S 3-0571 —(CH₂)₃— —C(═O)—N(CH₃)— K294 J49 S 3-0572 —(CH₂)₃— —C(═O)—N(CH₃)— K294 J50 S 3-0573 —(CH₂)₃— —C(═O)—N(CH₃)— K294 J58 S 3-0574 —(CH₂)₃— —C(═O)—N(CH₃)— K294 J64 S 3-0575 —(CH₂)₃— —C(═O)—NH— K70 J9 S 3-0576 —(CH₂)₃— —C(═O)—NH— K71 J9 S

TABLE 121 Compound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 3-0577 —(CH₂)₃— —C(═O)—NH— K72 J9 S 3-0578 —(CH₂)₃— —C(═O)—NH— K72 J134 S 3-0579 —(CH₂)₃— —C(═O)—NH— K72 J154 S 3-0580 —(CH₂)₃— —C(═O)—NH— K72 J157 S 3-0581 —(CH₂)₃— —C(═O)—NH— K72 J168 O 3-0582 —(CH₂)₃— —C(═O)—NH— K72 J174 S 3-0583 —(CH₂)₃— —C(═O)—NH— K72 J177 S 3-0584 —(CH₂)₃— —C(═O)—NH— K68 J9 S 3-0585 —(CH₂)₃— —C(═O)—NH— K68 J11 O 3-0586 —(CH₂)₃— —C(═O)—NH— K68 J51 O 3-0587 —(CH₂)₃— —C(═O)—NH— K68 J52 O 3-0588 —(CH₂)₃— —C(═O)—NH— K68 J87 S 3-0589 —(CH₂)₃— —C(═O)—NH— K99 J9 S 3-0590 —(CH₂)₃— —C(═O)—NH— K100 J9 S 3-0591 —(CH₂)₃— —C(═O)—NH— K308 J9 S 3-0592 —(CH₂)₃— —C(═O)—NH— K309 J9 S 3-0593 —(CH₂)₃— —C(═O)—NH— K309 J105 S 3-0594 —(CH₂)₃— —C(═O)—NH— K309 J127 O 3-0595 —(CH₂)₃— —C(═O)—NH— K309 J129 S 3-0596 —(CH₂)₃— —C(═O)—NH— K103 J9 S 3-0597 —(CH₂)₃— —C(═O)—NH— K310 J9 S 3-0598 —(CH₂)₃— —C(═O)—NH— K105 J9 S 3-0599 —(CH₂)₃— —C(═O)—NH— K106 J9 S 3-0600 —(CH₂)₃— —C(═O)—NH— K109 J9 S 3-0601 —(CH₂)₃— —C(═O)— K314 J2 S 3-0602 —(CH₂)₃— —C(═O)— K314 J4 S 3-0603 —(CH₂)₃— —C(═O)— K314 J28 S 3-0604 —(CH₂)₃— —C(═O)— K314 J31 S 3-0605 —(CH₂)₃— —C(═O)— K315 J9 S 3-0606 —(CH₂)₃— —C(═O)— K315 J49 S 3-0607 —(CH₂)₃— —C(═O)— K315 J50 S 3-0608 —(CH₂)₃— —C(═O)— K315 J58 S

TABLE 122 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0609 —(CH₂)₃— —C(═O)— K315 J64 S 3-0610 —(CH₂)₃— —C(═O)— K316 J96 S 3-0611 —(CH₂)₃— —C(═O)— K316 J100 S 3-0612 —(CH₂)₃— —C(═O)— K316 J104 S 3-0613 —(CH₂)₃— —C(═O)— K316 J119 S 3-0614 —(CH₂)₃— —C(═O)— K316 J120 S 3-0615 —(CH₂)₃— —C(═O)— K318 J9 S 3-0616 —(CH₂)₃— —C(═O)— K319 J9 S 3-0617 —(CH₂)₃— —C(═O)— K319 J138 O 3-0618 —(CH₂)₃— —C(═O)— K319 J147 S 3-0619 —(CH₂)₃— —C(═O)— K319 J165 S 3-0620 —(CH₂)₃— —C(═O)— K319 J178 O 3-0621 —(CH₂)₃— —C(═O)— K320 J73 O 3-0622 —(CH₂)₃— —C(═O)— K320 J74 S 3-0623 —(CH₂)₃— —C(═O)— K320 J75 S 3-0624 —(CH₂)₃— —C(═O)— K320 J81 O 3-0625 —(CH₂)₃— —C(═O)— K320 J82 S 3-0626 —(CH₂)₃— —C(═O)— K320 J83 S 3-0627 —(CH₂)₃— —C(═O)— K320 J92 O 3-0628 —(CH₂)₃— —C(═O)— K322 J9 O 3-0629 —(CH₂)₃— —C(═O)— K322 J9 S 3-0630 —(CH₂)₃— —C(═O)— K329 J2 S 3-0631 —(CH₂)₃— —C(═O)— K329 J4 S 3-0632 —(CH₂)₃— —C(═O)— K329 J28 S 3-0633 —(CH₂)₃— —C(═O)— K329 J31 S 3-0634 —(CH₂)₃— —C(═O)— K330 J9 S 3-0635 —(CH₂)₃— —C(═O)— K331 J9 S 3-0636 —(CH₂)₃— —C(═O)— K332 J9 S 3-0637 —(CH₂)₃— —C(═O)— K334 J154 S 3-0638 —(CH₂)₃— —C(═O)— K334 J157 S 3-0639 —(CH₂)₃— —C(═O)— K334 J168 O 3-0640 —(CH₂)₃— —C(═O)— K334 J174 S

TABLE 123 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0641 —(CH₂)₃— —C(═O)— K334 J177 S 3-0642 —(CH₂)₃— —C(═O)— K335 J9 S 3-0643 —(CH₂)₃— —C(═O)— K335 J11 O 3-0644 —(CH₂)₃— —C(═O)— K335 J51 S 3-0645 —(CH₂)₃— —C(═O)— K335 J52 O 3-0646 —(CH₂)₃— —C(═O)— K335 J87 S 3-0647 —(CH₂)₃— —C(═O)— K336 J9 S 3-0648 —(CH₂)₃— —C(═O)— K336 J105 S 3-0649 —(CH₂)₃— —C(═O)— K336 J127 O 3-0650 —(CH₂)₃— —C(═O)— K336 J129 O 3-0651 —(CH₂)₃— —C(═O)— K339 J9 S 3-0652 —(CH₂)₃— —C(═O)— K340 J9 S 3-0653 —(CH₂)₃— —C(═O)— K341 J9 S 3-0654 —(CH₂)₃— —C(═O)— K342 J9 S 3-0655 —(CH₂)₃— —C(═O)— K349 J2 S 3-0656 —(CH₂)₃— —C(═O)— K349 J4 S 3-0657 —(CH₂)₃— —C(═O)— K349 J28 S 3-0658 —(CH₂)₃— —C(═O)— K349 J31 S 3-0659 —(CH₂)₃— —C(═O)— K350 J49 S 3-0660 —(CH₂)₃— —C(═O)— K350 J50 S 3-0661 —(CH₂)₃— —C(═O)— K350 J58 S 3-0662 —(CH₂)₃— —C(═O)— K350 J64 S 3-0663 —(CH₂)₃— —C(═O)— K351 J96 S 3-0664 —(CH₂)₃— —C(═O)— K351 J100 S 3-0665 —(CH₂)₃— —C(═O)— K351 J104 S 3-0666 —(CH₂)₃— —C(═O)— K351 J119 S 3-0667 —(CH₂)₃— —C(═O)— K351 J120 S 3-0668 —(CH₂)₃— —C(═O)— K351 J132 S 3-0669 —(CH₂)₃— —C(═O)— K351 J133 S 3-0670 —(CH₂)₃— —C(═O)— K352 J134 S 3-0671 —(CH₂)₃— —C(═O)— K360 J2 S 3-0672 —(CH₂)₃— —C(═O)— K360 J4 S

TABLE 124 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0673 —(CH₂)₃— —C(═O)— K360 J28 S 3-0674 —(CH₂)₃— —C(═O)— K360 J31 S 3-0675 —(CH₂)₃— —C(═O)— K363 J154 S 3-0676 —(CH₂)₃— —C(═O)— K363 J157 S 3-0677 —(CH₂)₃— —C(═O)— K363 J168 O 3-0678 —(CH₂)₃— —C(═O)— K363 J174 O 3-0679 —(CH₂)₃— —C(═O)— K363 J177 S 3-0680 —(CH₂)₃— —C(═O)— K364 J9 S 3-0681 —(CH₂)₃— —C(═O)— K364 J11 S 3-0682 —(CH₂)₃— —C(═O)— K365 J9 S 3-0683 —(CH₂)₃— —C(═O)— K367 J9 S 3-0684 —(CH₂)₃— —C(═O)— K368 J9 S 3-0685 —(CH₂)₃— —C(═O)— K369 J9 S 3-0686 —(CH₂)₃— —C(═O)— K372 J9 S 3-0687 —(CH₂)₃— —C(═O)— K373 J9 S 3-0988 —(CH₂)₃— —C(═O)— K374 J9 S 3-0689 —(CH₂)₃— —C(═O)— K377 J9 S 3-0690 —(CH₂)₃— —C(═O)— K381 J9 S 3-0691 —(CH₂)₃— —C(═O)— K382 J2 S 3-0692 —(CH₂)₃— —C(═O)— K382 J4 S 3-0693 —(CH₂)₃— —C(═O)— K382 J28 S 3-0694 —(CH₂)₃— —C(═O)— K382 J31 S 3-0695 —(CH₂)₃— —C(═O)— K383 J49 S 3-0696 —(CH₂)₃— —C(═O)— K383 J50 S 3-0697 —(CH₂)₃— —C(═O)— K383 J58 S 3-0698 —(CH₂)₃— —C(═O)— K383 J64 S 3-0699 —(CH₂)₃— —C(═O)— K384 J96 S 3-0700 —(CH₂)₃— —C(═O)— K384 J100 S 3-0701 —(CH₂)₃— —C(═O)— K384 J104 S 3-0702 —(CH₂)₃— —C(═O)— K384 J119 S 3-0703 —(CH₂)₃— —C(═O)— K384 J120 S 3-0704 —(CH₂)₃— —C(═O)— K386 J51 O

TABLE 125 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 3-0705 —(CH₂)₃— —C(═O)— K386 J52 S 3-0706 —(CH₂)₃— —C(═O)— K386 J87 S 3-0707 —(CH₂)₃— —C(═O)— K387 J105 O 3-0708 —(CH₂)₃— —C(═O)— K387 J127 O 3-0709 —(CH₂)₃— —C(═O)— K387 J129 S 3-0710 —(CH₂)₃— —C(═O)— K391 J9 S 3-0711 —(CH₂)₃— —C(═O)— K393 J9 S 3-0712 —(CH₂)₃— —C(═O)— K395 J2 S 3-0713 —(CH₂)₃— —C(═O)— K395 J4 S 3-0714 —(CH₂)₃— —C(═O)— K395 J28 S 3-0715 —(CH₂)₃— —C(═O)— K395 J31 S 3-0716 —(CH₂)₃— —C(═O)— K397 J132 S 3-0717 —(CH₂)₃— —C(═O)— K397 J133 S 3-0718 —(CH₂)₃— —C(═O)— K398 J134 S 3-0719 —(CH₂)₃— —C(═O)— K398 J154 S 3-0720 —(CH₂)₃— —C(═O)— K398 J157 S 3-0721 —(CH₂)₃— —C(═O)— K398 J168 S 3-0722 —(CH₂)₃— —C(═O)— K398 J174 O 3-0723 —(CH₂)₃— —C(═O)— K398 J177 S 3-0724 —(CH₂)₃— —C(═O)—NH— K399 J9 S 3-0725 —(CH₂)₃— —C(═O)—NH— K400 J9 S 3-0726 —(CH₂)₃— —C(═O)—NH— K24 J9 S 3-0727 —(CH₂)₃— —C(═O)—NH— K401 J9 S 3-0728 —(CH₂)₃— —C(═O)—NH— K402 J11 S 3-0729 —(CH₂)₃— —C(═O)—NH— K167 J138 O 3-0730 —(CH₂)₃— —C(═O)—NH— K167 J147 S 3-0731 —(CH₂)₃— —C(═O)—NH— K167 J165 S 3-0732 —(CH₂)₃— —C(═O)—NH— K167 J178 O 3-0733 —(CH₂)₃— —C(═O)— K405 J73 S 3-0734 —(CH₂)₃— —C(═O)— K405 J74 S 3-0735 —(CH₂)₃— —C(═O)— K405 J75 O 3-0736 —(CH₂)₃— —C(═O)— K405 J81 O

TABLE 126 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 3-0737 —(CH₂)₃— —C(═O)— K405 J82 S 3-0738 —(CH₂)₃— —C(═O)— K405 J83 S 3-0739 —(CH₂)₃— —C(═O)— K405 J92 O 3-0740 —(CH₂)₃— —C(═O)— K406 J9 S 3-0741 —(CH₂)₃— —C(═O)— K411 J9 S 3-0742 —(CH₂)₃— —C(═O)— K413 J2 S 3-0743 —(CH₂)₃— —C(═O)— K413 J4 S 3-0744 —(CH₂)₃— —C(═O)— K413 J28 S 3-0745 —(CH₂)₃— —C(═O)— K413 J31 S 3-0746 —(CH₂)₃— —C(═O)— K414 J49 S 3-0747 —(CH₂)₃— —C(═O)— K414 J50 S 3-0748 —(CH₂)₃— —C(═O)— K414 J58 S 3-0749 —(CH₂)₃— —C(═O)— K414 J64 S 3-0750 —(CH₂)₃— —C(═O)— K415 J96 S 3-0751 —(CH₂)₃— —C(═O)— K415 J100 S 3-0752 —(CH₂)₃— —C(═O)— K415 J104 S 3-0753 —(CH₂)₃— —C(═O)— K415 J119 S 3-0754 —(CH₂)₃— —C(═O)— K415 J120 S 3-0755 —(CH₂)₃— —C(═O)— K417 J51 O 3-0756 —(CH₂)₃— —C(═O)— K417 J52 O 3-0757 —(CH₂)₃— —C(═O)— K417 J87 S 3-0758 —(CH₂)₃— —C(═O)— K418 J105 S 3-0759 —(CH₂)₃— —C(═O)— K418 J127 O 3-0760 —(CH₂)₃— —C(═O)— K418 J129 S 3-0761 —(CH₂)₃— —C(═O)—NH— K422 J2 S 3-0762 —(CH₂)₃— —C(═O)—NH— K422 J4 S 3-0763 —(CH₂)₃— —C(═O)—NH— K422 J28 S 3-0764 —(CH₂)₃— —C(═O)—NH— K422 J31 S 3-0765 —(CH₂)₃— —C(═O)—NH— K423 J154 S 3-0766 —(CH₂)₃— —C(═O)—NH— K423 J157 S 3-0767 —(CH₂)₃— —C(═O)—NH— K423 J168 S 3-0768 —(CH₂)₃— —C(═O)—NH— K423 J174 O

TABLE 127 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 3-0769 —(CH₂)₃— —C(═O)—NH— K423 J177 O 3-0770 —(CH₂)₃— —C(═O)—NH— K424 J11 S 3-0771 —(CH₂)₂— —C(═O)— K314 J3 S 3-0772 —(CH₂)₂— —C(═O)— K316 J3 S 3-0773 —(CH₂)₂— —C(═O)— K317 J3 S 3-0774 —(CH₂)₂— —C(═O)— K318 J3 S 3-0775 —(CH₂)₂— —C(═O)— K319 J3 S 3-0776 —(CH₂)₂— —C(═O)— K320 J3 S 3-0777 —(CH₂)₂— —C(═O)— K321 J3 S 3-0778 —(CH₂)₂— —C(═O)— K322 J3 S 3-0779 —(CH₂)₂— —C(═O)— K323 J3 S 3-0780 —(CH₂)₂— —C(═O)— K324 J3 S 3-0781 —(CH₂)₂— —C(═O)— K326 J3 S 3-0782 —(CH₂)₂— —C(═O)— K327 J3 S 3-0783 —(CH₂)₂— —C(═O)— K328 J3 S 3-0784 —(CH₂)₂— —C(═O)— K329 J3 S 3-0785 —(CH₂)₂— —C(═O)— K330 J3 S 3-0786 —(CH₂)₂— —C(═O)— K331 J3 S 3-0787 —(CH₂)₂— —C(═O)— K332 J3 S 3-0788 —(CH₂)₂— —C(═O)— K333 J3 S 3-0789 —(CH₂)₂— —C(═O)— K334 J3 S 3-0790 —(CH₂)₂— —C(═O)— K335 J3 S 3-0791 —(CH₂)₂— —C(═O)— K336 J3 S 3-0792 —(CH₂)₂— —C(═O)— K338 J3 S 3-0793 —(CH₂)₂— —C(═O)— K339 J3 S 3-0794 —(CH₂)₂— —C(═O)— K340 J3 S 3-0795 —(CH₂)₂— —C(═O)— K341 J3 S 3-0796 —(CH₂)₂— —C(═O)— K342 J3 S 3-0797 —(CH₂)₂— —C(═O)— K343 J3 S 3-0798 —(CH₂)₂— —C(═O)— K344 J3 S 3-0799 —(CH₂)₂— —C(═O)— K345 J3 S 3-0800 —(CH₂)₂— —C(═O)— K346 J3 S

TABLE 128 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0801 —(CH₂)₂— —C(═O)— K347 J3 S 3-0802 —(CH₂)₂— —C(═O)— K348 J3 S 3-0803 —(CH₂)₂— —C(═O)— K349 J3 S 3-0804 —(CH₂)₂— —C(═O)— K350 J3 S 3-0805 —(CH₂)₂— —C(═O)— K351 J3 S 3-0806 —(CH₂)₂— —C(═O)— K352 J3 S 3-0807 —(CH₂)₂— —C(═O)— K353 J3 S 3-0808 —(CH₂)₂— —C(═O)— K354 J3 S 3-0809 —(CH₂)₂— —C(═O)— K356 J3 S 3-0810 —(CH₂)₂— —C(═O)— K357 J3 S 3-0811 —(CH₂)₂— —C(═O)— K358 J3 S 3-0812 —(CH₂)₂— —C(═O)— K359 J3 S 3-0813 —(CH₂)₂— —C(═O)— K360 J3 S 3-0814 —(CH₂)₂— —C(═O)— K361 J3 S 3-0815 —(CH₂)₂— —C(═O)— K362 J3 S 3-0816 —(CH₂)₂— —C(═O)— K363 J3 S 3-0817 —(CH₂)₂— —C(═O)— K364 J3 S 3-0818 —(CH₂)₂— —C(═O)— K365 J3 S 3-0819 —(CH₂)₂— —C(═O)— K366 J3 S 3-0820 —(CH₂)₂— —C(═O)— K367 J3 S 3-0821 —(CH₂)₂— —C(═O)— K368 J3 S 3-0822 —(CH₂)₂— —C(═O)— K369 J3 S 3-0823 —(CH₂)₂— —C(═O)— K370 J3 S 3-0824 —(CH₂)₂— —C(═O)— K371 J3 S 3-0825 —(CH₂)₂— —C(═O)— K372 J3 S 3-0826 —(CH₂)₂— —C(═O)— K373 J3 S 3-0827 —(CH₂)₂— —C(═O)— K374 J3 S 3-0828 —(CH₂)₂— —C(═O)— K375 J3 S 3-0829 —(CH₂)₂— —C(═O)— K376 J3 S 3-0830 —(CH₂)₂— —C(═O)— K377 J3 S 3-0831 —(CH₂)₂— —C(═O)— K378 J3 S 3-0832 —(CH₂)₂— —C(═O)— K379 J3 S

TABLE 129 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0833 —(CH₂)₂— —C(═O)— K380 J3 S 3-0834 —(CH₂)₂— —C(═O)— K381 J3 S 3-0835 —(CH₂)₂— —C(═O)— K383 J3 S 3-0836 —(CH₂)₂— —C(═O)— K384 J3 S 3-0837 —(CH₂)₂— —C(═O)— K385 J3 S 3-0838 —(CH₂)₂— —C(═O)— K386 J3 S 3-0839 —(CH₂)₂— —C(═O)— K387 J3 S 3-0840 —(CH₂)₂— —C(═O)— K388 J3 S 3-0841 —(CH₂)₂— —C(═O)— K389 J3 S 3-0842 —(CH₂)₂— —C(═O)— K390 J3 S 3-0843 —(CH₂)₂— —C(═O)— K391 J3 S 3-0844 —(CH₂)₂— —C(═O)— K392 J3 S 3-0845 —(CH₂)₂— —C(═O)— K393 J3 S 3-0846 —(CH₂)₂— —C(═O)— K394 J3 S 3-0847 —(CH₂)₂— —C(═O)— K395 J3 S 3-0848 —(CH₂)₂— —C(═O)— K396 J3 S 3-0849 —(CH₂)₂— —C(═O)— K398 J3 S 3-0850 —(CH₂)₂— —C(═O)— K405 J3 S 3-0851 —(CH₂)₂— —C(═O)— K406 J3 S 3-0852 —(CH₂)₂— —C(═O)— K407 J3 S 3-0853 —(CH₂)₂— —C(═O)— K408 J3 S 3-0854 —(CH₂)₂— —C(═O)— K409 J3 S 3-0855 —(CH₂)₂— —C(═O)— K410 J3 S 3-0856 —(CH₂)₂— —C(═O)— K411 J3 S 3-0857 —(CH₂)₂— —C(═O)— K412 J3 S 3-0858 —(CH₂)₂— —C(═O)— K413 J3 S 3-0859 —(CH₂)₂— —C(═O)— K414 J3 S 3-0860 —(CH₂)₂— —C(═O)— K415 J3 S 3-0861 —(CH₂)₂— —C(═O)— K416 J3 S 3-0862 —(CH₂)₂— —C(═O)— K417 J3 S 3-0863 —(CH₂)₂— —C(═O)— K419 J3 S 3-0864 —(CH₂)₂— —C(═O)— K420 J3 S

TABLE 130 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0865 —(CH₂)₂— —C(═O)— K421 J3 S 3-0866 —(CH₂)₂— —C(═O)— K726 J3 S 3-0867 —(CH₂)₂— —C(═O)— K727 J3 S 3-0868 —(CH₂)₂— —C(═O)— K728 J3 S 3-0869 —(CH₂)₂— —C(═O)— K729 J3 S 3-0870 —(CH₂)₂— —C(═O)— K730 J3 S 3-0871 —(CH₂)₂— —C(═O)— K731 J3 S 3-0872 —(CH₂)₂— —C(═O)— K732 J3 S 3-0873 —(CH₂)₂— —C(═O)— K733 J3 S 3-0874 —(CH₂)₂— —C(═O)— K734 J3 S 3-0875 —(CH₂)₂— —C(═O)— K735 J3 S 3-0876 —(CH₂)₂— —C(═O)— K736 J3 S 3-0877 —(CH₂)₂— —C(═O)— K737 J3 S 3-0878 —(CH₂)₂— —C(═O)— K738 J3 S 3-0879 —(CH₂)₂— —C(═O)— K739 J3 S 3-0880 —(CH₂)₂— —C(═O)— K740 J3 S 3-0881 —(CH₂)₂— —C(═O)— K741 J3 S 3-0882 —(CH₂)₂— —C(═O)— K742 J3 S 3-0883 —(CH₂)₂— —C(═O)— K743 J3 S 3-0884 —(CH₂)₂— —C(═O)— K744 J3 S 3-0885 —(CH₂)₂— —C(═O)— K745 J3 S 3-0886 —(CH₂)₂— —C(═O)— K746 J3 S 3-0887 —(CH₂)₂— —C(═O)— K747 J3 S 3-0888 —(CH₂)₂— —C(═O)— K748 J3 S 3-0889 —(CH₂)₂— —C(═O)— K749 J3 S 3-0890 —(CH₂)₂— —C(═O)— K750 J3 S 3-0891 —(CH₂)₂— —C(═O)— K751 J3 S 3-0892 —(CH₂)₂— —C(═O)— K752 J3 S 3-0893 —(CH₂)₂— —C(═O)— K753 J3 S 3-0894 —(CH₂)₂— —C(═O)— K754 J3 S 3-0895 —(CH₂)₂— —C(═O)— K755 J3 S 3-0896 —(CH₂)₂— —C(═O)— K756 J3 S

TABLE 131 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0897 —(CH₂)₂— —C(═O)— K757 J3 S 3-0898 —(CH₂)₂— —C(═O)— K316 J9 S 3-0899 —(CH₂)₂— —C(═O)— K321 J9 S 3-0900 —(CH₂)₂— —C(═O)— K322 J9 S 3-0901 —(CH₂)₂— —C(═O)— K323 J9 S 3-0902 —(CH₂)₂— —C(═O)— K324 J9 S 3-0903 —(CH₂)₂— —C(═O)— K326 J9 S 3-0904 —(CH₂)₂— —C(═O)— K327 J9 S 3-0905 —(CH₂)₂— —C(═O)— K328 J9 S 3-0906 —(CH₂)₂— —C(═O)— K329 J9 S 3-0907 —(CH₂)₂— —C(═O)— K333 J9 S 3-0908 —(CH₂)₂— —C(═O)— K334 J9 S 3-0909 —(CH₂)₂— —C(═O)— K341 J9 S 3-0910 —(CH₂)₂— —C(═O)— K342 J9 S 3-0911 —(CH₂)₂— —C(═O)— K344 J9 S 3-0912 —(CH₂)₂— —C(═O)— K345 J9 S 3-0913 —(CH₂)₂— —C(═O)— K346 J9 S 3-0914 —(CH₂)₂— —C(═O)— K347 J9 S 3-0915 —(CH₂)₂— —C(═O)— K348 J9 S 3-0916 —(CH₂)₂— —C(═O)— K349 J9 S 3-0917 —(CH₂)₂— —C(═O)— K350 J9 S 3-0918 —(CH₂)₂— —C(═O)— K351 J9 S 3-0919 —(CH₂)₂— —C(═O)— K352 J9 S 3-0920 —(CH₂)₂— —C(═O)— K353 J9 S 3-0921 —(CH₂)₂— —C(═O)— K354 J9 S 3-0922 —(CH₂)₂— —C(═O)— K356 J9 S 3-0923 —(CH₂)₂— —C(═O)— K357 J9 S 3-0924 —(CH₂)₂— —C(═O)— K359 J9 S 3-0925 —(CH₂)₂— —C(═O)— K360 J9 S 3-0926 —(CH₂)₂— —C(═O)— K361 J9 S 3-0927 —(CH₂)₂— —C(═O)— K362 J9 S 3-0928 —(CH₂)₂— —C(═O)— K363 J9 S

TABLE 132 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0929 —(CH₂)₂— —C(═O)— K366 J9 S 3-0930 —(CH₂)₂— —C(═O)— K370 J9 S 3-0931 —(CH₂)₂— —C(═O)— K375 J9 S 3-0932 —(CH₂)₂— —C(═O)— K376 J9 S 3-0933 —(CH₂)₂— —C(═O)— K378 J9 S 3-0934 —(CH₂)₂— —C(═O)— K379 J9 S 3-0935 —(CH₂)₂— —C(═O)— K383 J9 S 3-0936 —(CH₂)₂— —C(═O)— K384 J9 S 3-0937 —(CH₂)₂— —C(═O)— K385 J9 S 3-0938 —(CH₂)₂— —C(═O)— K386 J9 S 3-0939 —(CH₂)₂— —C(═O)— K387 J9 S 3-0940 —(CH₂)₂— —C(═O)— K388 J9 S 3-0941 —(CH₂)₂— —C(═O)— K389 J9 S 3-0942 —(CH₂)₂— —C(═O)— K390 J9 S 3-0943 —(CH₂)₂— —C(═O)— K394 J9 S 3-0944 —(CH₂)₂— —C(═O)— K395 J9 S 3-0945 —(CH₂)₂— —C(═O)— K396 J9 S 3-0946 —(CH₂)₂— —C(═O)— K398 J9 S 3-0947 —(CH₂)₂— —C(═O)— K405 J9 S 3-0948 —(CH₂)₂— —C(═O)— K406 J9 S 3-0949 —(CH₂)₂— —C(═O)— K407 J9 S 3-0950 —(CH₂)₂— —C(═O)— K408 J9 S 3-0951 —(CH₂)₂— —C(═O)— K409 J9 S 3-0952 —(CH₂)₂— —C(═O)— K410 J9 S 3-0953 —(CH₂)₂— —C(═O)— K411 J9 S 3-0954 —(CH₂)₂— —C(═O)— K412 J9 S 3-0955 —(CH₂)₂— —C(═O)— K413 J9 S 3-0956 —(CH₂)₂— —C(═O)— K414 J9 S 3-0957 —(CH₂)₂— —C(═O)— K415 J9 S 3-0958 —(CH₂)₂— —C(═O)— K416 J9 S 3-0959 —(CH₂)₂— —C(═O)— K417 J9 S 3-0960 —(CH₂)₂— —C(═O)— K419 J9 S

TABLE 133 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0961 —(CH₂)₂— —C(═O)— K421 J9 S 3-0962 —(CH₂)₂— —C(═O)— K726 J9 S 3-0963 —(CH₂)₂— —C(═O)— K727 J9 S 3-0964 —(CH₂)₂— —C(═O)— K728 J9 S 3-0965 —(CH₂)₂— —C(═O)— K729 J9 S 3-0966 —(CH₂)₂— —C(═O)— K730 J9 S 3-0967 —(CH₂)₂— —C(═O)— K731 J9 S 3-0968 —(CH₂)₂— —C(═O)— K732 J9 S 3-0969 —(CH₂)₂— —C(═O)— K733 J9 S 3-0970 —(CH₂)₂— —C(═O)— K734 J9 S 3-0971 —(CH₂)₂— —C(═O)— K735 J9 S 3-0972 —(CH₂)₂— —C(═O)— K736 J9 S 3-0973 —(CH₂)₂— —C(═O)— K737 J9 S 3-0974 —(CH₂)₂— —C(═O)— K738 J9 S 3-0975 —(CH₂)₂— —C(═O)— K739 J9 S 3-0976 —(CH₂)₂— —C(═O)— K740 J9 S 3-0977 —(CH₂)₂— —C(═O)— K741 J9 S 3-0978 —(CH₂)₂— —C(═O)— K742 J9 S 3-0979 —(CH₂)₂— —C(═O)— K743 J9 S 3-0980 —(CH₂)₂— —C(═O)— K744 J9 S 3-0981 —(CH₂)₂— —C(═O)— K745 J9 S 3-0982 —(CH₂)₂— —C(═O)— K746 J9 S 3-0983 —(CH₂)₂— —C(═O)— K747 J9 S 3-0984 —(CH₂)₂— —C(═O)— K748 J9 S 3-0985 —(CH₂)₂— —C(═O)— K749 J9 S 3-0986 —(CH₂)₂— —C(═O)— K750 J9 S 3-0987 —(CH₂)₂— —C(═O)— K751 J9 S 3-0988 —(CH₂)₂— —C(═O)— K752 J9 S 3-0989 —(CH₂)₂— —C(═O)— K753 J9 S 3-0990 —(CH₂)₂— —C(═O)— K754 J9 S 3-0991 —(CH₂)₂— —C(═O)— K755 J9 S 3-0992 —(CH₂)₂— —C(═O)— K756 J9 S

TABLE 134 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-0993 —(CH₂)₂— —C(═O)— K757 J9 S 3-0994 —(CH₂)₂— —C(═O)— K314 J126 S 3-0995 —(CH₂)₂— —C(═O)— K315 J126 S 3-0996 —(CH₂)₂— —C(═O)— K316 J126 S 3-0997 —(CH₂)₂— —C(═O)— K317 J126 S 3-0998 —(CH₂)₂— —C(═O)— K318 J126 S 3-0999 —(CH₂)₂— —C(═O)— K320 J126 S 3-1000 —(CH₂)₂— —C(═O)— K321 J126 S 3-1001 —(CH₂)₂— —C(═O)— K322 J126 S 3-1002 —(CH₂)₂— —C(═O)— K323 J126 S 3-1003 —(CH₂)₂— —C(═O)— K324 J126 S 3-1004 —(CH₂)₂— —C(═O)— K325 J126 S 3-1005 —(CH₂)₂— —C(═O)— K326 J126 S 3-1006 —(CH₂)₂— —C(═O)— K327 J126 S 3-1007 —(CH₂)₂— —C(═O)— K328 J126 S 3-1008 —(CH₂)₂— —C(═O)— K329 J126 S 3-1009 —(CH₂)₂— —C(═O)— K330 J126 S 3-1010 —(CH₂)₂— —C(═O)— K331 J126 S 3-1011 —(CH₂)₂— —C(═O)— K332 J126 S 3-1012 —(CH₂)₂— —C(═O)— K333 J126 S 3-1013 —(CH₂)₂— —C(═O)— K334 J126 S 3-1014 —(CH₂)₂— —C(═O)— K335 J126 S 3-1015 —(CH₂)₂— —C(═O)— K337 J126 S 3-1016 —(CH₂)₂— —C(═O)— K338 J126 S 3-1017 —(CH₂)₂— —C(═O)— K339 J126 S 3-1018 —(CH₂)₂— —C(═O)— K340 J126 S 3-1019 —(CH₂)₂— —C(═O)— K341 J126 S 3-1020 —(CH₂)₂— —C(═O)— K342 J126 S 3-1021 —(CH₂)₂— —C(═O)— K343 J126 S 3-1022 —(CH₂)₂— —C(═O)— K344 J126 S 3-1023 —(CH₂)₂— —C(═O)— K345 J126 S 3-1024 —(CH₂)₂— —C(═O)— K346 J126 S

TABLE 135 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1025 —(CH₂)₂— —C(═O)— K347 J126 S 3-1026 —(CH₂)₂— —C(═O)— K348 J126 S 3-1027 —(CH₂)₂— —C(═O)— K349 J126 S 3-1028 —(CH₂)₂— —C(═O)— K350 J126 S 3-1029 —(CH₂)₂— —C(═O)— K351 J126 S 3-1030 —(CH₂)₂— —C(═O)— K352 J126 S 3-1031 —(CH₂)₂— —C(═O)— K353 J126 S 3-1032 —(CH₂)₂— —C(═O)— K355 J126 S 3-1033 —(CH₂)₂— —C(═O)— K356 J126 S 3-1034 —(CH₂)₂— —C(═O)— K357 J126 S 3-1035 —(CH₂)₂— —C(═O)— K359 J126 S 3-1036 —(CH₂)₂— —C(═O)— K360 J126 S 3-1037 —(CH₂)₂— —C(═O)— K361 J126 S 3-1038 —(CH₂)₂— —C(═O)— K362 J126 S 3-1039 —(CH₂)₂— —C(═O)— K363 J126 S 3-1040 —(CH₂)₂— —C(═O)— K364 J126 S 3-1041 —(CH₂)₂— —C(═O)— K365 J126 S 3-1042 —(CH₂)₂— —C(═O)— K366 J126 S 3-1043 —(CH₂)₂— —C(═O)— K367 J126 S 3-1044 —(CH₂)₂— —C(═O)— K368 J126 S 3-1045 —(CH₂)₂— —C(═O)— K369 J126 S 3-1046 —(CH₂)₂— —C(═O)— K370 J126 S 3-1047 —(CH₂)₂— —C(═O)— K371 J126 S 3-1048 —(CH₂)₂— —C(═O)— K372 J126 S 3-1049 —(CH₂)₂— —C(═O)— K373 J126 S 3-1050 —(CH₂)₂— —C(═O)— K374 J126 S 3-1051 —(CH₂)₂— —C(═O)— K375 J126 S 3-1052 —(CH₂)₂— —C(═O)— K376 J126 S 3-1053 —(CH₂)₂— —C(═O)— K377 J126 S 3-1054 —(CH₂)₂— —C(═O)— K378 J126 S 3-1055 —(CH₂)₂— —C(═O)— K379 J126 S 3-1056 —(CH₂)₂— —C(═O)— K380 J126 S

TABLE 136 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1057 —(CH₂)₂— —C(═O)— K383 J78 S 3-1058 —(CH₂)₂— —C(═O)— K384 J78 S 3-1059 —(CH₂)₂— —C(═O)— K385 J78 S 3-1060 —(CH₂)₂— —C(═O)— K386 J78 S 3-1061 —(CH₂)₂— —C(═O)— K387 J78 S 3-1062 —(CH₂)₂— —C(═O)— K388 J78 S 3-1063 —(CH₂)₂— —C(═O)— K389 J78 S 3-1064 —(CH₂)₂— —C(═O)— K390 J78 S 3-1065 —(CH₂)₂— —C(═O)— K391 J78 S 3-1066 —(CH₂)₂— —C(═O)— K392 J78 S 3-1067 —(CH₂)₂— —C(═O)— K393 J78 S 3-1068 —(CH₂)₂— —C(═O)— K394 J78 S 3-1069 —(CH₂)₂— —C(═O)— K395 J78 S 3-1070 —(CH₂)₂— —C(═O)— K396 J78 S 3-1071 —(CH₂)₂— —C(═O)— K398 J78 S 3-1072 —(CH₂)₂— —C(═O)— K405 J78 S 3-1073 —(CH₂)₂— —C(═O)— K406 J78 S 3-1074 —(CH₂)₂— —C(═O)— K407 J78 S 3-1075 —(CH₂)₂— —C(═O)— K408 J78 S 3-1076 —(CH₂)₂— —C(═O)— K409 J78 S 3-1077 —(CH₂)₂— —C(═O)— K410 J78 S 3-1078 —(CH₂)₂— —C(═O)— K411 J78 S 3-1079 —(CH₂)₂— —C(═O)— K412 J78 S 3-1080 —(CH₂)₂— —C(═O)— K413 J78 S 3-1081 —(CH₂)₂— —C(═O)— K414 J78 S 3-1082 —(CH₂)₂— —C(═O)— K415 J78 S 3-1083 —(CH₂)₂— —C(═O)— K416 J78 S 3-1084 —(CH₂)₂— —C(═O)— K417 J78 S 3-1085 —(CH₂)₂— —C(═O)— K419 J78 S 3-1086 —(CH₂)₂— —C(═O)— K420 J78 S 3-1087 —(CH₂)₂— —C(═O)— K421 J78 S 3-1088 —(CH₂)₂— —C(═O)— K726 J78 S

TABLE 137 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1089 —(CH₂)₂— —C(═O)— K727 J78 S 3-1090 —(CH₂)₂— —C(═O)— K728 J78 S 3-1091 —(CH₂)₂— —C(═O)— K729 J78 S 3-1092 —(CH₂)₂— —C(═O)— K730 J78 S 3-1093 —(CH₂)₂— —C(═O)— K731 J78 S 3-1094 —(CH₂)₂— —C(═O)— K732 J78 S 3-1095 —(CH₂)₂— —C(═O)— K733 J78 S 3-1096 —(CH₂)₂— —C(═O)— K734 J78 S 3-1097 —(CH₂)₂— —C(═O)— K735 J78 S 3-1098 —(CH₂)₂— —C(═O)— K736 J78 S 3-1099 —(CH₂)₂— —C(═O)— K737 J78 S 3-1100 —(CH₂)₂— —C(═O)— K738 J78 S 3-1101 —(CH₂)₂— —C(═O)— K739 J78 S 3-1102 —(CH₂)₂— —C(═O)— K740 J78 S 3-1103 —(CH₂)₂— —C(═O)— K741 J78 S 3-1104 —(CH₂)₂— —C(═O)— K742 J78 S 3-1105 —(CH₂)₂— —C(═O)— K743 J78 S 3-1106 —(CH₂)₂— —C(═O)— K744 J78 S 3-1107 —(CH₂)₂— —C(═O)— K745 J78 S 3-1108 —(CH₂)₂— —C(═O)— K746 J78 S 3-1109 —(CH₂)₂— —C(═O)— K747 J78 S 3-1110 —(CH₂)₂— —C(═O)— K748 J78 S 3-1111 —(CH₂)₂— —C(═O)— K749 J78 S 3-1112 —(CH₂)₂— —C(═O)— K750 J78 S 3-1113 —(CH₂)₂— —C(═O)— K751 J78 S 3-1114 —(CH₂)₂— —C(═O)— K752 J78 S 3-1115 —(CH₂)₂— —C(═O)— K753 J78 S 3-1116 —(CH₂)₂— —C(═O)— K754 J78 S 3-1117 —(CH₂)₂— —C(═O)— K755 J78 S 3-1118 —(CH₂)₂— —C(═O)— K756 J78 S 3-1119 —(CH₂)₂— —C(═O)— K757 J78 S 3-1120 —(CH₂)₂— —C(═O)— K314 J129 S

TABLE 138 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1121 —(CH₂)₂— —C(═O)— K315 J129 S 3-1122 —(CH₂)₂— —C(═O)— K316 J129 S 3-1123 —(CH₂)₂— —C(═O)— K317 J129 S 3-1124 —(CH₂)₂— —C(═O)— K318 J129 S 3-1125 —(CH₂)₂— —C(═O)— K320 J129 S 3-1126 —(CH₂)₂— —C(═O)— K321 J129 S 3-1127 —(CH₂)₂— —C(═O)— K322 J129 S 3-1128 —(CH₂)₂— —C(═O)— K323 J129 S 3-1129 —(CH₂)₂— —C(═O)— K324 J129 S 3-1130 —(CH₂)₂— —C(═O)— K325 J129 S 3-1131 —(CH₂)₂— —C(═O)— K326 J129 S 3-1132 —(CH₂)₂— —C(═O)— K327 J129 S 3-1133 —(CH₂)₂— —C(═O)— K328 J129 S 3-1134 —(CH₂)₂— —C(═O)— K329 J129 S 3-1135 —(CH₂)₂— —C(═O)— K330 J129 S 3-1136 —(CH₂)₂— —C(═O)— K331 J129 S 3-1137 —(CH₂)₂— —C(═O)— K332 J129 S 3-1138 —(CH₂)₂— —C(═O)— K333 J129 S 3-1139 —(CH₂)₂— —C(═O)— K334 J129 S 3-1140 —(CH₂)₂— —C(═O)— K335 J129 S 3-1141 —(CH₂)₂— —C(═O)— K336 J129 S 3-1142 —(CH₂)₂— —C(═O)— K337 J129 S 3-1143 —(CH₂)₂— —C(═O)— K338 J129 S 3-1144 —(CH₂)₂— —C(═O)— K339 J129 S 3-1145 —(CH₂)₂— —C(═O)— K340 J129 S 3-1146 —(CH₂)₂— —C(═O)— K341 J129 S 3-1147 —(CH₂)₂— —C(═O)— K342 J129 S 3-1148 —(CH₂)₂— —C(═O)— K343 J129 S 3-1149 —(CH₂)₂— —C(═O)— K344 J129 S 3-1150 —(CH₂)₂— —C(═O)— K345 J129 S 3-1151 —(CH₂)₂— —C(═O)— K346 J129 S 3-1152 —(CH₂)₂— —C(═O)— K347 J129 S

TABLE 139 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1153 —(CH₂)₂— —C(═O)— K348 J129 S 3-1154 —(CH₂)₂— —C(═O)— K349 J129 S 3-1155 —(CH₂)₂— —C(═O)— K350 J129 S 3-1156 —(CH₂)₂— —C(═O)— K351 J129 S 3-1157 —(CH₂)₂— —C(═O)— K352 J129 S 3-1158 —(CH₂)₂— —C(═O)— K353 J129 S 3-1159 —(CH₂)₂— —C(═O)— K355 J129 S 3-1160 —(CH₂)₂— —C(═O)— K356 J129 S 3-1161 —(CH₂)₂— —C(═O)— K357 J129 S 3-1162 —(CH₂)₂— —C(═O)— K358 J129 S 3-1163 —(CH₂)₂— —C(═O)— K359 J129 S 3-1164 —(CH₂)₂— —C(═O)— K360 J129 S 3-1165 —(CH₂)₂— —C(═O)— K361 J129 S 3-1166 —(CH₂)₂— —C(═O)— K362 J129 S 3-1167 —(CH₂)₂— —C(═O)— K363 J129 S 3-1168 —(CH₂)₂— —C(═O)— K364 J129 S 3-1169 —(CH₂)₂— —C(═O)— K365 J129 S 3-1170 —(CH₂)₂— —C(═O)— K366 J129 S 3-1171 —(CH₂)₂— —C(═O)— K367 J129 S 3-1172 —(CH₂)₂— —C(═O)— K368 J129 S 3-1173 —(CH₂)₂— —C(═O)— K369 J129 S 3-1174 —(CH₂)₂— —C(═O)— K370 J129 S 3-1175 —(CH₂)₂— —C(═O)— K371 J129 S 3-1176 —(CH₂)₂— —C(═O)— K372 J129 S 3-1177 —(CH₂)₂— —C(═O)— K373 J129 S 3-1178 —(CH₂)₂— —C(═O)— K374 J129 S 3-1179 —(CH₂)₂— —C(═O)— K375 J129 S 3-1180 —(CH₂)₂— —C(═O)— K376 J129 S 3-1181 —(CH₂)₂— —C(═O)— K377 J129 S 3-1182 —(CH₂)₂— —C(═O)— K378 J129 S 3-1183 —(CH₂)₂— —C(═O)— K379 J129 S 3-1184 —(CH₂)₂— —C(═O)— K380 J129 S

TABLE 140 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1185 —(CH₂)₂— —C(═O)— K381 J130 S 3-1186 —(CH₂)₂— —C(═O)— K383 J130 S 3-1187 —(CH₂)₂— —C(═O)— K384 J130 S 3-1188 —(CH₂)₂— —C(═O)— K385 J130 S 3-1189 —(CH₂)₂— —C(═O)— K386 J130 S 3-1190 —(CH₂)₂— —C(═O)— K387 J130 S 3-1191 —(CH₂)₂— —C(═O)— K388 J130 S 3-1192 —(CH₂)₂— —C(═O)— K389 J130 S 3-1193 —(CH₂)₂— —C(═O)— K390 J130 S 3-1194 —(CH₂)₂— —C(═O)— K391 J130 S 3-1195 —(CH₂)₂— —C(═O)— K392 J130 S 3-1196 —(CH₂)₂— —C(═O)— K393 J130 S 3-1197 —(CH₂)₂— —C(═O)— K394 J130 S 3-1198 —(CH₂)₂— —C(═O)— K395 J130 S 3-1199 —(CH₂)₂— —C(═O)— K396 J130 S 3-1200 —(CH₂)₂— —C(═O)— K398 J130 S 3-1201 —(CH₂)₂— —C(═O)— K405 J130 S 3-1202 —(CH₂)₂— —C(═O)— K406 J130 S 3-1203 —(CH₂)₂— —C(═O)— K407 J130 S 3-1204 —(CH₂)₂— —C(═O)— K408 J130 S 3-1205 —(CH₂)₂— —C(═O)— K409 J130 S 3-1206 —(CH₂)₂— —C(═O)— K410 J130 S 3-1207 —(CH₂)₂— —C(═O)— K411 J130 S 3-1208 —(CH₂)₂— —C(═O)— K412 J130 S 3-1209 —(CH₂)₂— —C(═O)— K413 J130 S 3-1210 —(CH₂)₂— —C(═O)— K414 J130 S 3-1211 —(CH₂)₂— —C(═O)— K415 J130 S 3-1212 —(CH₂)₂— —C(═O)— K416 J130 S 3-1213 —(CH₂)₂— —C(═O)— K417 J130 S 3-1214 —(CH₂)₂— —C(═O)— K419 J130 S 3-1215 —(CH₂)₂— —C(═O)— K420 J130 S 3-1216 —(CH₂)₂— —C(═O)— K421 J130 S

TABLE 141 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1217 —(CH₂)₂— —C(═O)— K726 J130 S 3-1218 —(CH₂)₂— —C(═O)— K727 J130 S 3-1219 —(CH₂)₂— —C(═O)— K728 J130 S 3-1220 —(CH₂)₂— —C(═O)— K729 J130 S 3-1221 —(CH₂)₂— —C(═O)— K730 J130 S 3-1222 —(CH₂)₂— —C(═O)— K731 J130 S 3-1223 —(CH₂)₂— —C(═O)— K732 J130 S 3-1224 —(CH₂)₂— —C(═O)— K733 J130 S 3-1225 —(CH₂)₂— —C(═O)— K734 J130 S 3-1226 —(CH₂)₂— —C(═O)— K735 J130 S 3-1227 —(CH₂)₂— —C(═O)— K736 J130 S 3-1228 —(CH₂)₂— —C(═O)— K737 J130 S 3-1229 —(CH₂)₂— —C(═O)— K738 J130 S 3-1230 —(CH₂)₂— —C(═O)— K739 J130 S 3-1231 —(CH₂)₂— —C(═O)— K740 J130 S 3-1232 —(CH₂)₂— —C(═O)— K741 J130 S 3-1233 —(CH₂)₂— —C(═O)— K742 J130 S 3-1234 —(CH₂)₂— —C(═O)— K743 J130 S 3-1235 —(CH₂)₂— —C(═O)— K744 J130 S 3-1236 —(CH₂)₂— —C(═O)— K745 J130 S 3-1237 —(CH₂)₂— —C(═O)— K746 J130 S 3-1238 —(CH₂)₂— —C(═O)— K747 J130 S 3-1239 —(CH₂)₂— —C(═O)— K748 J130 S 3-1240 —(CH₂)₂— —C(═O)— K749 J130 S 3-1241 —(CH₂)₂— —C(═O)— K750 J130 S 3-1242 —(CH₂)₂— —C(═O)— K751 J130 S 3-1243 —(CH₂)₂— —C(═O)— K752 J130 S 3-1244 —(CH₂)₂— —C(═O)— K753 J130 S 3-1245 —(CH₂)₂— —C(═O)— K754 J130 S 3-1246 —(CH₂)₂— —C(═O)— K755 J130 S 3-1247 —(CH₂)₂— —C(═O)— K756 J130 S 3-1248 —(CH₂)₂— —C(═O)— K757 J130 S

TABLE 142 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1249 —(CH₂)₂— —C(═O)— K314 J130 S 3-1250 —(CH₂)₂— —C(═O)— K316 J130 S 3-1251 —(CH₂)₂— —C(═O)— K317 J130 S 3-1252 —(CH₂)₂— —C(═O)— K318 J130 S 3-1253 —(CH₂)₂— —C(═O)— K319 J130 S 3-1254 —(CH₂)₂— —C(═O)— K320 J130 S 3-1255 —(CH₂)₂— —C(═O)— K321 J130 S 3-1256 —(CH₂)₂— —C(═O)— K322 J130 S 3-1257 —(CH₂)₂— —C(═O)— K323 J130 S 3-1258 —(CH₂)₂— —C(═O)— K324 J130 S 3-1259 —(CH₂)₂— —C(═O)— K326 J130 S 3-1260 —(CH₂)₂— —C(═O)— K327 J130 S 3-1261 —(CH₂)₂— —C(═O)— K328 J130 S 3-1262 —(CH₂)₂— —C(═O)— K329 J130 S 3-1263 —(CH₂)₂— —C(═O)— K330 J130 S 3-1264 —(CH₂)₂— —C(═O)— K331 J130 S 3-1265 —(CH₂)₂— —C(═O)— K332 J130 S 3-1266 —(CH₂)₂— —C(═O)— K333 J130 S 3-1267 —(CH₂)₂— —C(═O)— K334 J130 S 3-1268 —(CH₂)₂— —C(═O)— K335 J130 S 3-1269 —(CH₂)₂— —C(═O)— K336 J130 S 3-1270 —(CH₂)₂— —C(═O)— K338 J130 S 3-1271 —(CH₂)₂— —C(═O)— K339 J130 S 3-1272 —(CH₂)₂— —C(═O)— K340 J130 S 3-1273 —(CH₂)₂— —C(═O)— K341 J130 S 3-1274 —(CH₂)₂— —C(═O)— K342 J130 S 3-1275 —(CH₂)₂— —C(═O)— K343 J130 S 3-1276 —(CH₂)₂— —C(═O)— K344 J130 S 3-1277 —(CH₂)₂— —C(═O)— K345 J130 S 3-1278 —(CH₂)₂— —C(═O)— K346 J130 S 3-1279 —(CH₂)₂— —C(═O)— K347 J130 S 3-1280 —(CH₂)₂— —C(═O)— K348 J130 S

TABLE 143 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1281 —(CH₂)₂— —C(═O)— K349 J130 S 3-1282 —(CH₂)₂— —C(═O)— K350 J130 S 3-1283 —(CH₂)₂— —C(═O)— K351 J130 S 3-1284 —(CH₂)₂— —C(═O)— K352 J130 S 3-1285 —(CH₂)₂— —C(═O)— K353 J130 S 3-1286 —(CH₂)₂— —C(═O)— K354 J130 S 3-1287 —(CH₂)₂— —C(═O)— K356 J130 S 3-1288 —(CH₂)₂— —C(═O)— K357 J130 S 3-1289 —(CH₂)₂— —C(═O)— K358 J130 S 3-1290 —(CH₂)₂— —C(═O)— K359 J130 S 3-1291 —(CH₂)₂— —C(═O)— K360 J130 S 3-1292 —(CH₂)₂— —C(═O)— K361 J130 S 3-1293 —(CH₂)₂— —C(═O)— K362 J130 S 3-1294 —(CH₂)₂— —C(═O)— K363 J130 S 3-1295 —(CH₂)₂— —C(═O)— K364 J130 S 3-1296 —(CH₂)₂— —C(═O)— K365 J130 S 3-1297 —(CH₂)₂— —C(═O)— K366 J130 S 3-1298 —(CH₂)₂— —C(═O)— K367 J130 S 3-1299 —(CH₂)₂— —C(═O)— K368 J130 S 3-1300 —(CH₂)₂— —C(═O)— K369 J130 S 3-1301 —(CH₂)₂— —C(═O)— K370 J130 S 3-1302 —(CH₂)₂— —C(═O)— K371 J130 S 3-1303 —(CH₂)₂— —C(═O)— K372 J130 S 3-1304 —(CH₂)₂— —C(═O)— K373 J130 S 3-1305 —(CH₂)₂— —C(═O)— K374 J130 S 3-1306 —(CH₂)₂— —C(═O)— K375 J130 S 3-1307 —(CH₂)₂— —C(═O)— K376 J130 S 3-1308 —(CH₂)₂— —C(═O)— K377 J130 S 3-1309 —(CH₂)₂— —C(═O)— K378 J130 S 3-1310 —(CH₂)₂— —C(═O)— K379 J130 S 3-1311 —(CH₂)₂— —C(═O)— K380 J130 S 3-1312 —(CH₂)₂— —C(═O)— K381 J138 S

TABLE 144 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1313 —(CH₂)₂— —C(═O)— K382 J138 S 3-1314 —(CH₂)₂— —C(═O)— K383 J138 S 3-1315 —(CH₂)₂— —C(═O)— K384 J138 S 3-1316 —(CH₂)₂— —C(═O)— K385 J138 S 3-1317 —(CH₂)₂— —C(═O)— K386 J138 S 3-1318 —(CH₂)₂— —C(═O)— K388 J138 S 3-1319 —(CH₂)₂— —C(═O)— K389 J138 S 3-1320 —(CH₂)₂— —C(═O)— K390 J138 S 3-1321 —(CH₂)₂— —C(═O)— K391 J138 S 3-1322 —(CH₂)₂— —C(═O)— K392 J138 S 3-1323 —(CH₂)₂— —C(═O)— K393 J138 S 3-1324 —(CH₂)₂— —C(═O)— K394 J138 S 3-1325 —(CH₂)₂— —C(═O)— K395 J138 S 3-1326 —(CH₂)₂— —C(═O)— K396 J138 S 3-1327 —(CH₂)₂— —C(═O)— K397 J138 S 3-1328 —(CH₂)₂— —C(═O)— K398 J138 S 3-1329 —(CH₂)₂— —C(═O)— K405 J138 S 3-1330 —(CH₂)₂— —C(═O)— K406 J138 S 3-1331 —(CH₂)₂— —C(═O)— K407 J138 S 3-1332 —(CH₂)₂— —C(═O)— K408 J138 S 3-1333 —(CH₂)₂— —C(═O)— K409 J138 S 3-1334 —(CH₂)₂— —C(═O)— K410 J138 S 3-1335 —(CH₂)₂— —C(═O)— K411 J138 S 3-1336 —(CH₂)₂— —C(═O)— K412 J138 S 3-1337 —(CH₂)₂— —C(═O)— K413 J138 S 3-1338 —(CH₂)₂— —C(═O)— K414 J138 S 3-1339 —(CH₂)₂— —C(═O)— K415 J138 S 3-1340 —(CH₂)₂— —C(═O)— K416 J138 S 3-1341 —(CH₂)₂— —C(═O)— K417 J138 S 3-1342 —(CH₂)₂— —C(═O)— K419 J138 S 3-1343 —(CH₂)₂— —C(═O)— K420 J138 S 3-1344 —(CH₂)₂— —C(═O)— K421 J138 S

TABLE 145 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1345 —(CH₂)₂— —C(═O)— K726 J138 S 3-1346 —(CH₂)₂— —C(═O)— K727 J138 S 3-1347 —(CH₂)₂— —C(═O)— K728 J138 S 3-1348 —(CH₂)₂— —C(═O)— K729 J138 S 3-1349 —(CH₂)₂— —C(═O)— K730 J138 S 3-1350 —(CH₂)₂— —C(═O)— K731 J138 S 3-1351 —(CH₂)₂— —C(═O)— K732 J138 S 3-1352 —(CH₂)₂— —C(═O)— K733 J138 S 3-1353 —(CH₂)₂— —C(═O)— K734 J138 S 3-1354 —(CH₂)₂— —C(═O)— K735 J138 S 3-1355 —(CH₂)₂— —C(═O)— K736 J138 S 3-1356 —(CH₂)₂— —C(═O)— K737 J138 S 3-1357 —(CH₂)₂— —C(═O)— K738 J138 S 3-1358 —(CH₂)₂— —C(═O)— K739 J138 S 3-1359 —(CH₂)₂— —C(═O)— K740 J138 S 3-1360 —(CH₂)₂— —C(═O)— K741 J138 S 3-1361 —(CH₂)₂— —C(═O)— K742 J138 S 3-1362 —(CH₂)₂— —C(═O)— K743 J138 S 3-1363 —(CH₂)₂— —C(═O)— K744 J138 S 3-1364 —(CH₂)₂— —C(═O)— K745 J138 S 3-1365 —(CH₂)₂— —C(═O)— K746 J138 S 3-1366 —(CH₂)₂— —C(═O)— K747 J138 S 3-1367 —(CH₂)₂— —C(═O)— K748 J138 S 3-1368 —(CH₂)₂— —C(═O)— K749 J138 S 3-1369 —(CH₂)₂— —C(═O)— K750 J138 S 3-1370 —(CH₂)₂— —C(═O)— K751 J138 S 3-1371 —(CH₂)₂— —C(═O)— K752 J138 S 3-1372 —(CH₂)₂— —C(═O)— K753 J138 S 3-1373 —(CH₂)₂— —C(═O)— K754 J138 S 3-1374 —(CH₂)₂— —C(═O)— K755 J138 S 3-1375 —(CH₂)₂— —C(═O)— K756 J138 S 3-1376 —(CH₂)₂— —C(═O)— K757 J138 S

TABLE 146 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1377 —(CH₂)₂— —C(═O)— K314 J1 S 3-1378 —(CH₂)₂— —C(═O)— K315 J1 S 3-1379 —(CH₂)₂— —C(═O)— K316 J2 S 3-1380 —(CH₂)₂— —C(═O)— K317 J2 S 3-1381 —(CH₂)₂— —C(═O)— K318 J4 S 3-1382 —(CH₂)₂— —C(═O)— K319 J4 S 3-1383 —(CH₂)₂— —C(═O)— K320 J10 S 3-1384 —(CH₂)₂— —C(═O)— K321 J10 S 3-1385 —(CH₂)₂— —C(═O)— K322 J19 S 3-1386 —(CH₂)₂— —C(═O)— K323 J19 S 3-1387 —(CH₂)₂— —C(═O)— K324 J14 S 3-1388 —(CH₂)₂— —C(═O)— K325 J14 S 3-1389 —(CH₂)₂— —C(═O)— K326 J22 S 3-1390 —(CH₂)₂— —C(═O)— K327 J22 S 3-1391 —(CH₂)₂— —C(═O)— K328 J72 S 3-1392 —(CH₂)₂— —C(═O)— K329 J72 S 3-1393 —(CH₂)₂— —C(═O)— K330 J74 S 3-1394 —(CH₂)₂— —C(═O)— K331 J74 S 3-1395 —(CH₂)₂— —C(═O)— K332 J75 S 3-1396 —(CH₂)₂— —C(═O)— K333 J75 S 3-1397 —(CH₂)₂— —C(═O)— K334 J77 S 3-1398 —(CH₂)₂— —C(═O)— K335 J77 S 3-1399 —(CH₂)₂— —C(═O)— K336 J96 S 3-1400 —(CH₂)₂— —C(═O)— K337 J96 S 3-1401 —(CH₂)₂— —C(═O)— K338 J174 S 3-1402 —(CH₂)₂— —C(═O)— K339 J174 S 3-1403 —(CH₂)₂— —C(═O)— K340 J176 S 3-1404 —(CH₂)₂— —C(═O)— K341 J176 S 3-1405 —(CH₂)₂— —C(═O)— K342 J177 S 3-1406 —(CH₂)₂— —C(═O)— K343 J177 S 3-1407 —(CH₂)₂— —C(═O)— K344 J189 S 3-1408 —(CH₂)₂— —C(═O)— K345 J189 S

TABLE 147 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1409 —(CH₂)₂— —C(═O)— K346 J182 S 3-1410 —(CH₂)₂— —C(═O)— K347 J182 S 3-1411 —(CH₂)₂— —C(═O)— K348 J183 S 3-1412 —(CH₂)₂— —C(═O)— K349 J183 S 3-1413 —(CH₂)₂— —C(═O)— K350 J1 S 3-1414 —(CH₂)₂— —C(═O)— K351 J1 S 3-1415 —(CH₂)₂— —C(═O)— K352 J2 S 3-1416 —(CH₂)₂— —C(═O)— K353 J2 S 3-1417 —(CH₂)₂— —C(═O)— K354 J4 S 3-1418 —(CH₂)₂— —C(═O)— K355 J4 S 3-1419 —(CH₂)₂— —C(═O)— K356 J10 S 3-1420 —(CH₂)₂— —C(═O)— K357 J10 S 3-1421 —(CH₂)₂— —C(═O)— K359 J19 S 3-1422 —(CH₂)₂— —C(═O)— K360 J14 S 3-1423 —(CH₂)₂— —C(═O)— K361 J14 S 3-1424 —(CH₂)₂— —C(═O)— K362 J22 S 3-1425 —(CH₂)₂— —C(═O)— K363 J22 S 3-1426 —(CH₂)₂— —C(═O)— K364 J72 S 3-1427 —(CH₂)₂— —C(═O)— K365 J72 S 3-1428 —(CH₂)₂— —C(═O)— K366 J74 S 3-1429 —(CH₂)₂— —C(═O)— K367 J74 S 3-1430 —(CH₂)₂— —C(═O)— K368 J75 S 3-1431 —(CH₂)₂— —C(═O)— K369 J75 S 3-1432 —(CH₂)₂— —C(═O)— K370 J77 S 3-1433 —(CH₂)₂— —C(═O)— K371 J77 S 3-1434 —(CH₂)₂— —C(═O)— K372 J96 S 3-1435 —(CH₂)₂— —C(═O)— K373 J96 S 3-1436 —(CH₂)₂— —C(═O)— K374 J174 S 3-1437 —(CH₂)₂— —C(═O)— K375 J174 S 3-1438 —(CH₂)₂— —C(═O)— K376 J176 S 3-1439 —(CH₂)₂— —C(═O)— K377 J176 S 3-1440 —(CH₂)₂— —C(═O)— K378 J177 S

TABLE 148 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1441 —(CH₂)₂— —C(═O)— K379 J177 S 3-1442 —(CH₂)₂— —C(═O)— K380 J189 S 3-1443 —(CH₂)₂— —C(═O)— K381 J189 S 3-1444 —(CH₂)₂— —C(═O)— K382 J182 S 3-1445 —(CH₂)₂— —C(═O)— K383 J182 S 3-1446 —(CH₂)₂— —C(═O)— K384 J183 S 3-1447 —(CH₂)₂— —C(═O)— K385 J183 S 3-1448 —(CH₂)₂— —C(═O)— K386 J191 S 3-1449 —(CH₂)₂— —C(═O)— K387 J191 S 3-1450 —(CH₂)₂— —C(═O)— K388 J192 S 3-1451 —(CH₂)₂— —C(═O)— K389 J192 S 3-1452 —(CH₂)₂— —C(═O)— K390 J193 S 3-1453 —(CH₂)₂— —C(═O)— K391 J193 S 3-1454 —(CH₂)₂— —C(═O)— K392 J194 S 3-1455 —(CH₂)₂— —C(═O)— K393 J194 S 3-1456 —(CH₂)₂— —C(═O)— K394 J197 S 3-1457 —(CH₂)₂— —C(═O)— K395 J197 S 3-1458 —(CH₂)₂— —C(═O)— K396 J140 S 3-1459 —(CH₂)₂— —C(═O)— K397 J140 S 3-1460 —(CH₂)₂— —C(═O)— K398 J140 S 3-1461 —(CH₂)₂— —C(═O)— K405 J140 S 3-1462 —(CH₂)₂— —C(═O)— K406 J140 S 3-1463 —(CH₂)₂— —C(═O)— K407 J140 S 3-1464 —(CH₂)₂— —C(═O)— K408 J140 S 3-1465 —(CH₂)₂— —C(═O)— K409 J140 S 3-1466 —(CH₂)₂— —C(═O)— K410 J140 S 3-1467 —(CH₂)₂— —C(═O)— K411 J140 S 3-1468 —(CH₂)₂— —C(═O)— K412 J140 S 3-1469 —(CH₂)₂— —C(═O)— K413 J140 S 3-1470 —(CH₂)₂— —C(═O)— K414 J140 S 3-1471 —(CH₂)₂— —C(═O)— K415 J140 S 3-1472 —(CH₂)₂— —C(═O)— K416 J140 S

TABLE 149 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1473 —(CH₂)₂— —C(═O)— K417 J140 S 3-1474 —(CH₂)₂— —C(═O)— K418 J140 S 3-1475 —(CH₂)₂— —C(═O)— K419 J140 S 3-1476 —(CH₂)₂— —C(═O)— K420 J140 S 3-1477 —(CH₂)₂— —C(═O)— K421 J140 S 3-1478 —(CH₂)₂— —C(═O)— K726 J140 S 3-1479 —(CH₂)₂— —C(═O)— K727 J140 S 3-1480 —(CH₂)₂— —C(═O)— K728 J140 S 3-1481 —(CH₂)₂— —C(═O)— K729 J140 S 3-1482 —(CH₂)₂— —C(═O)— K730 J140 S 3-1483 —(CH₂)₂— —C(═O)— K731 J140 S 3-1484 —(CH₂)₂— —C(═O)— K732 J140 S 3-1485 —(CH₂)₂— —C(═O)— K733 J140 S 3-1486 —(CH₂)₂— —C(═O)— K734 J140 S 3-1487 —(CH₂)₂— —C(═O)— K735 J140 S 3-1488 —(CH₂)₂— —C(═O)— K736 J140 S 3-1489 —(CH₂)₂— —C(═O)— K737 J140 S 3-1490 —(CH₂)₂— —C(═O)— K738 J140 S 3-1491 —(CH₂)₂— —C(═O)— K739 J140 S 3-1492 —(CH₂)₂— —C(═O)— K740 J140 S 3-1493 —(CH₂)₂— —C(═O)— K741 J140 S 3-1494 —(CH₂)₂— —C(═O)— K742 J140 S 3-1495 —(CH₂)₂— —C(═O)— K743 J140 S 3-1496 —(CH₂)₂— —C(═O)— K744 J140 S 3-1497 —(CH₂)₂— —C(═O)— K745 J140 S 3-1498 —(CH₂)₂— —C(═O)— K746 J140 S 3-1499 —(CH₂)₂— —C(═O)— K747 J140 S 3-1500 —(CH₂)₂— —C(═O)— K748 J140 S 3-1501 —(CH₂)₂— —C(═O)— K749 J140 S 3-1502 —(CH₂)₂— —C(═O)— K750 J140 S 3-1503 —(CH₂)₂— —C(═O)— K751 J140 S 3-1504 —(CH₂)₂— —C(═O)— K752 J140 S

TABLE 150 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1505 —(CH₂)₂— —C(═O)— K753 J140 S 3-1506 —(CH₂)₂— —C(═O)— K754 J140 S 3-1507 —(CH₂)₂— —C(═O)— K755 J140 S 3-1508 —(CH₂)₂— —C(═O)— K756 J140 S 3-1509 —(CH₂)₂— —C(═O)— K757 J140 S 3-1510 —(CH₂)₂— —C(═O)— K314 J3 O 3-1511 —(CH₂)₂— —C(═O)— K315 J3 O 3-1512 —(CH₂)₂— —C(═O)— K316 J3 O 3-1513 —(CH₂)₂— —C(═O)— K317 J3 O 3-1514 —(CH₂)₂— —C(═O)— K318 J3 O 3-1515 —(CH₂)₂— —C(═O)— K319 J3 O 3-1516 —(CH₂)₂— —C(═O)— K320 J3 O 3-1517 —(CH₂)₂— —C(═O)— K321 J3 O 3-1518 —(CH₂)₂— —C(═O)— K322 J3 O 3-1519 —(CH₂)₂— —C(═O)— K323 J3 O 3-1520 —(CH₂)₂— —C(═O)— K324 J3 O 3-1521 —(CH₂)₂— —C(═O)— K325 J3 O 3-1522 —(CH₂)₂— —C(═O)— K326 J3 O 3-1523 —(CH₂)₂— —C(═O)— K327 J3 O 3-1524 —(CH₂)₂— —C(═O)— K328 J3 O 3-1525 —(CH₂)₂— —C(═O)— K329 J3 O 3-1526 —(CH₂)₂— —C(═O)— K330 J3 O 3-1527 —(CH₂)₂— —C(═O)— K331 J3 O 3-1528 —(CH₂)₂— —C(═O)— K332 J3 O 3-1529 —(CH₂)₂— —C(═O)— K333 J3 O 3-1530 —(CH₂)₂— —C(═O)— K334 J9 O 3-1531 —(CH₂)₂— —C(═O)— K335 J9 O 3-1532 —(CH₂)₂— —C(═O)— K336 J9 O 3-1533 —(CH₂)₂— —C(═O)— K337 J9 O 3-1534 —(CH₂)₂— —C(═O)— K338 J9 O 3-1535 —(CH₂)₂— —C(═O)— K339 J9 O 3-1536 —(CH₂)₂— —C(═O)— K340 J9 O

TABLE 151 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1537 —(CH₂)₂— —C(═O)— K341 J9 O 3-1538 —(CH₂)₂— —C(═O)— K342 J9 O 3-1539 —(CH₂)₂— —C(═O)— K343 J9 O 3-1540 —(CH₂)₂— —C(═O)— K345 J9 O 3-1541 —(CH₂)₂— —C(═O)— K346 J9 O 3-1542 —(CH₂)₂— —C(═O)— K347 J9 O 3-1543 —(CH₂)₂— —C(═O)— K348 J9 O 3-1544 —(CH₂)₂— —C(═O)— K349 J9 O 3-1545 —(CH₂)₂— —C(═O)— K350 J9 O 3-1546 —(CH₂)₂— —C(═O)— K351 J9 O 3-1547 —(CH₂)₂— —C(═O)— K352 J9 O 3-1548 —(CH₂)₂— —C(═O)— K353 J9 O 3-1549 —(CH₂)₂— —C(═O)— K354 J126 O 3-1550 —(CH₂)₂— —C(═O)— K355 J126 O 3-1551 —(CH₂)₂— —C(═O)— K356 J126 O 3-1552 —(CH₂)₂— —C(═O)— K357 J126 O 3-1553 —(CH₂)₂— —C(═O)— K358 J126 O 3-1554 —(CH₂)₂— —C(═O)— K359 J126 O 3-1555 —(CH₂)₂— —C(═O)— K360 J126 O 3-1556 —(CH₂)₂— —C(═O)— K361 J126 O 3-1557 —(CH₂)₂— —C(═O)— K362 J126 O 3-1558 —(CH₂)₂— —C(═O)— K363 J126 O 3-1559 —(CH₂)₂— —C(═O)— K364 J126 O 3-1560 —(CH₂)₂— —C(═O)— K365 J126 O 3-1561 —(CH₂)₂— —C(═O)— K366 J126 O 3-1562 —(CH₂)₂— —C(═O)— K367 J126 O 3-1563 —(CH₂)₂— —C(═O)— K368 J126 O 3-1564 —(CH₂)₂— —C(═O)— K369 J126 O 3-1565 —(CH₂)₂— —C(═O)— K370 J126 O 3-1566 —(CH₂)₂— —C(═O)— K371 J126 O 3-1567 —(CH₂)₂— —C(═O)— K372 J126 O 3-1568 —(CH₂)₂— —C(═O)— K373 J126 O

TABLE 152 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1569 —(CH₂)₂— —C(═O)— K374 J129 O 3-1570 —(CH₂)₂— —C(═O)— K375 J129 O 3-1571 —(CH₂)₂— —C(═O)— K376 J129 O 3-1572 —(CH₂)₂— —C(═O)— K377 J129 O 3-1573 —(CH₂)₂— —C(═O)— K378 J129 O 3-1574 —(CH₂)₂— —C(═O)— K379 J129 O 3-1575 —(CH₂)₂— —C(═O)— K380 J129 O 3-1576 —(CH₂)₂— —C(═O)— K381 J129 O 3-1577 —(CH₂)₂— —C(═O)— K382 J129 O 3-1578 —(CH₂)₂— —C(═O)— K383 J129 O 3-1579 —(CH₂)₂— —C(═O)— K384 J129 O 3-1580 —(CH₂)₂— —C(═O)— K385 J129 O 3-1581 —(CH₂)₂— —C(═O)— K386 J129 O 3-1582 —(CH₂)₂— —C(═O)— K387 J129 O 3-1583 —(CH₂)₂— —C(═O)— K388 J129 O 3-1584 —(CH₂)₂— —C(═O)— K389 J129 O 3-1585 —(CH₂)₂— —C(═O)— K390 J129 O 3-1586 —(CH₂)₂— —C(═O)— K391 J129 O 3-1587 —(CH₂)₂— —C(═O)— K392 J129 O 3-1588 —(CH₂)₂— —C(═O)— K393 J129 O 3-1589 —(CH₂)₂— —C(═O)— K394 J130 O 3-1590 —(CH₂)₂— —C(═O)— K395 J130 O 3-1591 —(CH₂)₂— —C(═O)— K396 J130 O 3-1592 —(CH₂)₂— —C(═O)— K397 J130 O 3-1593 —(CH₂)₂— —C(═O)— K398 J130 O 3-1594 —(CH₂)₂— —C(═O)— K405 J130 O 3-1595 —(CH₂)₂— —C(═O)— K406 J130 O 3-1596 —(CH₂)₂— —C(═O)— K407 J130 O 3-1597 —(CH₂)₂— —C(═O)— K408 J130 O 3-1598 —(CH₂)₂— —C(═O)— K409 J130 O 3-1599 —(CH₂)₂— —C(═O)— K410 J130 O 3-1600 —(CH₂)₂— —C(═O)— K411 J130 O

TABLE 153 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1601 —(CH₂)₂— —C(═O)— K412 J130 O 3-1602 —(CH₂)₂— —C(═O)— K413 J130 O 3-1603 —(CH₂)₂— —C(═O)— K414 J130 O 3-1604 —(CH₂)₂— —C(═O)— K415 J130 O 3-1605 —(CH₂)₂— —C(═O)— K416 J130 O 3-1606 —(CH₂)₂— —C(═O)— K417 J130 O 3-1607 —(CH₂)₂— —C(═O)— K418 J130 O 3-1608 —(CH₂)₂— —C(═O)— K419 J130 O 3-1609 —(CH₂)₂— —C(═O)— K420 J138 O 3-1610 —(CH₂)₂— —C(═O)— K421 J138 O 3-1611 —(CH₂)₂— —C(═O)— K726 J138 O 3-1612 —(CH₂)₂— —C(═O)— K727 J138 O 3-1613 —(CH₂)₂— —C(═O)— K728 J138 O 3-1614 —(CH₂)₂— —C(═O)— K729 J138 O 3-1615 —(CH₂)₂— —C(═O)— K730 J138 O 3-1616 —(CH₂)₂— —C(═O)— K731 J138 O 3-1617 —(CH₂)₂— —C(═O)— K732 J138 O 3-1618 —(CH₂)₂— —C(═O)— K733 J138 O 3-1619 —(CH₂)₂— —C(═O)— K734 J138 O 3-1620 —(CH₂)₂— —C(═O)— K735 J138 O 3-1621 —(CH₂)₂— —C(═O)— K736 J138 O 3-1622 —(CH₂)₂— —C(═O)— K737 J138 O 3-1623 —(CH₂)₂— —C(═O)— K738 J138 O 3-1624 —(CH₂)₂— —C(═O)— K739 J138 O 3-1625 —(CH₂)₂— —C(═O)— K740 J138 O 3-1626 —(CH₂)₂— —C(═O)— K741 J138 O 3-1627 —(CH₂)₂— —C(═O)— K742 J138 O 3-1628 —(CH₂)₂— —C(═O)— K743 J138 O 3-1629 —(CH₂)₂— —C(═O)— K744 J140 O 3-1630 —(CH₂)₂— —C(═O)— K745 J140 O 3-1631 —(CH₂)₂— —C(═O)— K746 J140 O 3-1632 —(CH₂)₂— —C(═O)— K747 J140 O

TABLE 154 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1633 —(CH₂)₂— —C(═O)— K748 J140 O 3-1634 —(CH₂)₂— —C(═O)— K749 J140 O 3-1635 —(CH₂)₂— —C(═O)— K750 J140 O 3-1636 —(CH₂)₂— —C(═O)— K751 J140 O 3-1637 —(CH₂)₂— —C(═O)— K752 J140 O 3-1638 —(CH₂)₂— —C(═O)— K753 J140 O 3-1639 —(CH₂)₂— —C(═O)— K754 J140 O 3-1640 —(CH₂)₂— —C(═O)— K755 J140 O 3-1641 —(CH₂)₂— —C(═O)— K756 J140 O 3-1642 —(CH₂)₂— —C(═O)— K757 J140 O 3-1643 —(CH₂)₃— —C(═O)— K314 J1 S 3-1644 —(CH₂)₃— —C(═O)— K315 J1 S 3-1645 —(CH₂)₃— —C(═O)— K316 J2 S 3-1646 —(CH₂)₃— —C(═O)— K317 J2 S 3-1647 —(CH₂)₃— —C(═O)— K318 J4 S 3-1648 —(CH₂)₃— —C(═O)— K319 J4 S 3-1649 —(CH₂)₃— —C(═O)— K320 J10 S 3-1650 —(CH₂)₃— —C(═O)— K321 J10 S 3-1651 —(CH₂)₃— —C(═O)— K322 J19 S 3-1652 —(CH₂)₃— —C(═O)— K323 J19 S 3-1653 —(CH₂)₃— —C(═O)— K324 J14 S 3-1654 —(CH₂)₃— —C(═O)— K325 J14 S 3-1655 —(CH₂)₃— —C(═O)— K326 J22 S 3-1656 —(CH₂)₃— —C(═O)— K327 J22 S 3-1657 —(CH₂)₃— —C(═O)— K328 J72 S 3-1658 —(CH₂)₃— —C(═O)— K329 J72 S 3-1659 —(CH₂)₃— —C(═O)— K330 J74 S 3-1660 —(CH₂)₃— —C(═O)— K331 J74 S 3-1661 —(CH₂)₃— —C(═O)— K332 J75 S 3-1662 —(CH₂)₃— —C(═O)— K333 J75 S 3-1663 —(CH₂)₃— —C(═O)— K334 J77 S 3-1664 —(CH₂)₃— —C(═O)— K335 J77 S

TABLE 155 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1665 —(CH₂)₃— —C(═O)— K336 J96 S 3-1666 —(CH₂)₃— —C(═O)— K337 J96 S 3-1667 —(CH₂)₃— —C(═O)— K338 J174 S 3-1668 —(CH₂)₃— —C(═O)— K339 J174 S 3-1669 —(CH₂)₃— —C(═O)— K340 J176 S 3-1670 —(CH₂)₃— —C(═O)— K341 J176 S 3-1671 —(CH₂)₃— —C(═O)— K342 J177 S 3-1672 —(CH₂)₃— —C(═O)— K343 J177 S 3-1673 —(CH₂)₃— —C(═O)— K344 J189 S 3-1674 —(CH₂)₃— —C(═O)— K345 J189 S 3-1675 —(CH₂)₃— —C(═O)— K346 J182 S 3-1676 —(CH₂)₃— —C(═O)— K347 J182 S 3-1677 —(CH₂)₃— —C(═O)— K348 J183 S 3-1678 —(CH₂)₃— —C(═O)— K349 J183 S 3-1679 —(CH₂)₃— —C(═O)— K350 J1 S 3-1680 —(CH₂)₃— —C(═O)— K351 J1 S 3-1681 —(CH₂)₃— —C(═O)— K352 J2 S 3-1682 —(CH₂)₃— —C(═O)— K353 J2 S 3-1683 —(CH₂)₃— —C(═O)— K354 J4 S 3-1684 —(CH₂)₃— —C(═O)— K355 J4 S 3-1685 —(CH₂)₃— —C(═O)— K356 J10 S 3-1686 —(CH₂)₃— —C(═O)— K357 J10 S 3-1687 —(CH₂)₃— —C(═O)— K358 J19 S 3-1688 —(CH₂)₃— —C(═O)— K359 J19 S 3-1689 —(CH₂)₃— —C(═O)— K360 J14 S 3-1690 —(CH₂)₃— —C(═O)— K361 J14 S 3-1691 —(CH₂)₃— —C(═O)— K362 J22 S 3-1692 —(CH₂)₃— —C(═O)— K363 J22 S 3-1693 —(CH₂)₃— —C(═O)— K364 J72 S 3-1694 —(CH₂)₃— —C(═O)— K365 J72 S 3-1695 —(CH₂)₃— —C(═O)— K366 J74 S 3-1696 —(CH₂)₃— —C(═O)— K367 J74 S

TABLE 156 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1697 —(CH₂)₃— —C(═O)— K368 J75 S 3-1698 —(CH₂)₃— —C(═O)— K369 J75 S 3-1699 —(CH₂)₃— —C(═O)— K370 J77 S 3-1700 —(CH₂)₃— —C(═O)— K371 J77 S 3-1701 —(CH₂)₃— —C(═O)— K372 J96 S 3-1702 —(CH₂)₃— —C(═O)— K373 J96 S 3-1703 —(CH₂)₃— —C(═O)— K374 J174 S 3-1704 —(CH₂)₃— —C(═O)— K375 J174 S 3-1705 —(CH₂)₃— —C(═O)— K376 J176 S 3-1706 —(CH₂)₃— —C(═O)— K377 J176 S 3-1707 —(CH₂)₃— —C(═O)— K378 J177 S 3-1708 —(CH₂)₃— —C(═O)— K379 J177 S 3-1709 —(CH₂)₃— —C(═O)— K380 J189 S 3-1710 —(CH₂)₃— —C(═O)— K381 J189 S 3-1711 —(CH₂)₃— —C(═O)— K382 J182 S 3-1712 —(CH₂)₃— —C(═O)— K383 J182 S 3-1713 —(CH₂)₃— —C(═O)— K384 J183 S 3-1714 —(CH₂)₃— —C(═O)— K385 J183 S 3-1715 —(CH₂)₃— —C(═O)— K386 J191 S 3-1716 —(CH₂)₃— —C(═O)— K387 J191 S 3-1717 —(CH₂)₃— —C(═O)— K388 J192 S 3-1718 —(CH₂)₃— —C(═O)— K389 J192 S 3-1719 —(CH₂)₃— —C(═O)— K390 J193 S 3-1720 —(CH₂)₃— —C(═O)— K391 J193 S 3-1721 —(CH₂)₃— —C(═O)— K392 J194 S 3-1722 —(CH₂)₃— —C(═O)— K393 J194 S 3-1723 —(CH₂)₃— —C(═O)— K394 J197 S 3-1724 —(CH₂)₃— —C(═O)— K395 J197 S 3-1725 —(CH₂)₃— —C(═O)— K396 J126 S 3-1726 —(CH₂)₃— —C(═O)— K397 J126 S 3-1727 —(CH₂)₃— —C(═O)— K398 J126 S 3-1728 —(CH₂)₃— —C(═O)— K405 J126 S

TABLE 157 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1729 —(CH₂)₃— —C(═O)— K406 J126 S 3-1730 —(CH₂)₃— —C(═O)— K407 J126 S 3-1731 —(CH₂)₃— —C(═O)— K408 J126 S 3-1732 —(CH₂)₃— —C(═O)— K409 J126 S 3-1733 —(CH₂)₃— —C(═O)— K410 J126 S 3-1734 —(CH₂)₃— —C(═O)— K411 J126 S 3-1735 —(CH₂)₃— —C(═O)— K412 J129 S 3-1736 —(CH₂)₃— —C(═O)— K413 J129 S 3-1737 —(CH₂)₃— —C(═O)— K414 J129 S 3-1738 —(CH₂)₃— —C(═O)— K415 J129 S 3-1739 —(CH₂)₃— —C(═O)— K416 J129 S 3-1740 —(CH₂)₃— —C(═O)— K417 J129 S 3-1741 —(CH₂)₃— —C(═O)— K419 J129 S 3-1742 —(CH₂)₃— —C(═O)— K420 J129 S 3-1743 —(CH₂)₃— —C(═O)— K421 J129 S 3-1744 —(CH₂)₃— —C(═O)— K726 J130 S 3-1745 —(CH₂)₃— —C(═O)— K727 J130 S 3-1746 —(CH₂)₃— —C(═O)— K728 J130 S 3-1747 —(CH₂)₃— —C(═O)— K729 J130 S 3-1748 —(CH₂)₃— —C(═O)— K730 J130 S 3-1749 —(CH₂)₃— —C(═O)— K731 J130 S 3-1750 —(CH₂)₃— —C(═O)— K732 J130 S 3-1751 —(CH₂)₃— —C(═O)— K733 J130 S 3-1752 —(CH₂)₃— —C(═O)— K734 J130 S 3-1753 —(CH₂)₃— —C(═O)— K735 J130 S 3-1754 —(CH₂)₃— —C(═O)— K736 J138 S 3-1755 —(CH₂)₃— —C(═O)— K737 J138 S 3-1756 —(CH₂)₃— —C(═O)— K738 J138 S 3-1757 —(CH₂)₃— —C(═O)— K739 J138 S 3-1758 —(CH₂)₃— —C(═O)— K740 J138 S 3-1759 —(CH₂)₃— —C(═O)— K741 J138 S 3-1760 —(CH₂)₃— —C(═O)— K742 J138 S

TABLE 158 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 3-1761 —(CH₂)₃— —C(═O)— K743 J138 S 3-1762 —(CH₂)₃— —C(═O)— K744 J138 S 3-1763 —(CH₂)₃— —C(═O)— K745 J138 S 3-1764 —(CH₂)₃— —C(═O)— K746 J138 S 3-1765 —(CH₂)₃— —C(═O)— K747 J138 S 3-1766 —(CH₂)₃— —C(═O)— K748 J140 S 3-1767 —(CH₂)₃— —C(═O)— K749 J140 S 3-1768 —(CH₂)₃— —C(═O)— K750 J140 S 3-1769 —(CH₂)₃— —C(═O)— K751 J140 S 3-1770 —(CH₂)₃— —C(═O)— K752 J140 S 3-1771 —(CH₂)₃— —C(═O)— K753 J140 S 3-1772 —(CH₂)₃— —C(═O)— K754 J140 S 3-1773 —(CH₂)₃— —C(═O)— K755 J140 S 3-1774 —(CH₂)₃— —C(═O)— K756 J140 S 3-1775 —(CH₂)₃— —C(═O)— K757 J140 S 3-1776 —(CH₂)₂— —C(═O)—NH— K11 J126 S 3-1777 —(CH₂)₂— —C(═O)—NH— K110 J126 S 3-1778 —(CH₂)₂— —C(═O)—NH— K332 J126 S 3-1779 —(CH₂)₂— —C(═O)—NH— K315 J126 S 3-1780 —(CH₂)₂— —C(═O)—NH— K759 J9 S 3-1781 —(CH₂)₂— —C(═O)—NH— K760 J9 S 3-1782 —(CH₂)₂— —C(═O)—NH— K713 J9 S 3-1783 —(CH₂)₂— —C(═O)—NH— K87 J9 S 3-1784 —(CH₂)₂— —C(═O)—NH— K259 J9 S 3-1785 —(CH₂)₂— —C(═O)—N(CH₂CH(CH₃)₂)— K87 J9 S 3-1786 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K728 J9 S 3-1787 —(CH₂)₂— —C(═O)—N(CH₃)— K264 J9 S 3-1788 —(CH₂)₂— —C(═O)—N(CH₂C₆H₅)— K266 J9 S 3-1789 —(CH₂)₂— —C(═O)—N(CH₂CH₂CH₃)— K3 J9 S 3-1790 —(CH₂)₂— —C(═O)—N(CH₂CH₂CH₂CH₃)— K699 J9 S 3-1791 —(CH₂)₂— —C(═O)—NH— K1 J9 S 3-1792 —(CH₂)₂— —C(═O)—NH— K2 J9 S

TABLE 159 Com- pound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1793 —(CH₂)₂— —C(═O)—NH— K3 J9 S 3-1794 —(CH₂)₂— —C(═O)—N(CH₃)— K795 J9 S 3-1795 —(CH₂)₂— —C(═O)—NH— K723 J9 S 3-1796 —(CH₂)₂— —C(═O)—NH— K731 J9 S 3-1797 —(CH₂)₂— —C(═O)—NH— K281 J9 S 3-1798 —(CH₂)₂— —C(═O)—NH— K722 J9 S 3-1799 —(CH₂)₂— —C(═O)—N(CH₃)— K1 J9 S 3-1800 —(CH₂)₂— —C(═O)—N(CH₂C₆H₅)— K4 J9 S 3-1801 —(CH₂)₂— —C(═O)—N(CH₃)— K736 J9 S 3-1802 —(CH₂)₂— —C(═O)—N(CH₃)— K430 J9 S 3-1803 —(CH₂)₂— —C(═O)—N(CH₃)— K660 J9 S 3-1804 —(CH₂)₂— —C(═O)—N(CH₂C₆H₅)— K99 J9 S 3-1805 —(CH₂)₂— —C(═O)—N(CH₃)— K739 J9 S 3-1806 —(CH₂)₂— —C(═O)—N(CH₃)— K740 J9 S 3-1807 —(CH₂)₂— —C(═O)—N(CH₃)— K694 J9 S 3-1808 —(CH₂)₂— —C(═O)—N(CH₂CH═CH₂)— K7 J9 S 3-1809 —(CH₂)₂— —C(═O)—N(CH(CH₃)₂)— K4 J9 S 3-1810 —(CH₂)₂— —C(═O)—N(CH₃)— K2 J9 S 3-1811 —(CH₂)₂— —C(═O)—N(CH₃)— K8 J9 S 3-1812 —(CH₂)₂— —C(═O)—N(CH₃)— K699 J9 S 3-1813 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K3 J9 S 3-1814 —(CH₂)₂— —C(═O)—N(CH₃)— K259 J9 S 3-1815 —(CH₂)₂— —C(═O)—N(CH₃)— K4 J9 S 3-1816 —(CH₂)₂— —C(═O)—NH— K758 J9 S 3-1817 —(CH₂)₂— —C(═O)—NH— K49 J9 S 3-1818 —(CH₂)₂— —C(═O)—NH— K288 J9 S 3-1819 —(CH₂)₂— —C(═O)—NH— K553 J9 S 3-1820 —(CH₂)₂— —C(═O)—NH— K36 J9 S 3-1821 —(CH₂)₂— —C(═O)—NH— K305 J9 S 3-1822 —(CH₂)₂— —C(═O)—NH— K291 J9 S 3-1823 —(CH₂)₂— —C(═O)—NH— K590 J9 S 3-1824 —(CH₂)₂— —C(═O)—NH— K30 J9 S

TABLE 160 Compound No. —A¹— —A²— —G¹—A³—A⁴—G² —A⁵—R² X 3-1825 —(CH₂)₂— —C(═O)—NH— K591 J9 S 3-1826 —(CH₂)₂— —C(═O)—NH— K11  J3 S

TABLE 161 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 4-0001 —(CH₂)₂— —C(═O)—O— K240 J9 S 4-0002 —(CH₂)₂— —C(═O)—O— K240 J78 S 4-0003 —(CH₂)₂— —C(═O)—O— K2 J6 S 4-0004 —(CH₂)₂— —C(═O)—O— K2 J9 O 4-0005 —(CH₂)₂— —C(═O)—O— K2 J9 S 4-0006 —(CH₂)₃— —C(═O)—O— K2 J9 S 4-0007 —(CH₂)₂— —C(═O)—O— K2 J78 S 4-0008 —(CH₂)₂— —C(═O)—O— K4 J3 S 4-0009 —(CH₂)₂— —C(═O)—O— K428 J19 S 4-0010 —(CH₂)₂— —C(═O)—O— K257 J9 S 4-0011 —(CH₂)₂— —C(═O)—O— K257 J22 S 4-0012 —(CH₂)₂— —C(═O)—O— K260 J57 S 4-0013 —(CH₂)₂— —C(═O)—O— K264 J126 S 4-0014 —(CH₂)₂— —C(═O)—O— K8 J9 S 4-0015 —(CH₂)₂— —C(═O)—O— K269 J9 S 4-0016 —(CH₂)₂— —C(═O)—O— K160 J9 S 4-0017 —(CH₂)₂— —C(═O)—O— K441 J9 S 4-0018 —(CH₂)₂— —C(═O)—O— K441 J128 S 4-0019 —(CH₂)₂— —C(═O)—O— K99 J9 S 4-0020 —(CH₂)₂— —C(═O)—O— K100 J9 S 4-0021 —(CH₂)₂— —C(═O)—O— K309 J131 S 4-0022 —(CH₂)₂— —C(═O)—O— K446 J140 S 4-0023 —(CH₂)₂— —C(═O)—O— K110 J9 O 4-0024 —(CH₂)₂— —C(═O)—O— K111 J9 S 4-0025 —(CH₂)₂— —C(═O)—O— K111 J78 O 4-0026 —(CH₂)₂— —C(═O)—O— K302 J9 S 4-0027 —(CH₂)₂— —C(═O)—O— K302 J130 O 4-0028 —(CH₂)₂— —C(═O)—O— K448 J1 S 4-0029 —(CH₂)₃— —C(═O)—O— K240 J9 S 4-0030 —(CH₂)₃— —C(═O)—O— K2 J9 O 4-0031 —(CH₂)₃— —C(═O)—O— K2 J9 S 4-0032 —(CH₂)₃— —C(═O)—O— K8 J30 S

TABLE 162 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 4-0033 —(CH₂)₃— —C(═O)—O— K269 J70 S 4-0034 —(CH₂)₃— —C(═O)—O— K160 J77 S 4-0035 —(CH₂)₃— —C(═O)—O— K441 J3 S 4-0036 —(CH₂)₃— —C(═O)—O— K281 J9 O 4-0037 —(CH₂)₃— —C(═O)—O— K99 J78 O 4-0038 —(CH₂)₃— —C(═O)—O— K100 J130 O 4-0039 —(CH₂)₂— —C(═O)—O— K1 J1 S 4-0040 —(CH₂)₂— —C(═O)—O— K1 J3 S 4-0041 —(CH₂)₂— —C(═O)—O— K1 J6 S 4-0042 —(CH₂)₂— —C(═O)—O— K1 J9 S 4-0043 —(CH₂)₂— —C(═O)—O— K1 J10 S 4-0044 —(CH₂)₂— —C(═O)—O— K1 J14 S 4-0045 —(CH₂)₂— —C(═O)—O— K1 J19 S 4-0046 —(CH₂)₂— —C(═O)—O— K1 J22 S 4-0047 —(CH₂)₂— —C(═O)—O— K1 J25 S 4-0048 —(CH₂)₂— —C(═O)—O— K1 J29 S 4-0049 —(CH₂)₂— —C(═O)—O— K1 J57 S 4-0050 —(CH₂)₂— —C(═O)—O— K1 J59 S 4-0051 —(CH₂)₂— —C(═O)—O— K1 J70 S 4-0052 —(CH₂)₂— —C(═O)—O— K1 J72 S 4-0053 —(CH₂)₂— —C(═O)—O— K1 J74 S 4-0054 —(CH₂)₂— —C(═O)—O— K1 J75 S 4-0055 —(CH₂)₂— —C(═O)—O— K1 J77 S 4-0056 —(CH₂)₂— —C(═O)—O— K1 J78 S 4-0057 —(CH₂)₂— —C(═O)—O— K1 J126 S 4-0058 —(CH₂)₂— —C(═O)—O— K1 J129 S 4-0059 —(CH₂)₂— —C(═O)—O— K1 J130 S 4-0060 —(CH₂)₂— —C(═O)—O— K1 J138 S 4-0061 —(CH₂)₂— —C(═O)—O— K1 J140 S 4-0062 —(CH₂)₂— —C(═O)—O— K1 J151 S 4-0063 —(CH₂)₂— —C(═O)—O— K1 J165 S 4-0064 —(CH₂)₂— —C(═O)—O— K1 J168 S

TABLE 163 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 4-0065 —(CH₂)₂— —C(═O)—O— K1 J174 S 4-0066 —(CH₂)₂— —C(═O)—O— K1 J176 S 4-0067 —(CH₂)₂— —C(═O)—O— K1 J177 S 4-0068 —(CH₂)₂— —C(═O)—O— K1 J178 S 4-0069 —(CH₂)₂— —C(═O)—O— K1 J185 S 4-0070 —(CH₂)₂— —C(═O)—O— K1 J191 S 4-0071 —(CH₂)₂— —C(═O)—O— K1 J193 S 4-0072 —(CH₂)₂— —C(═O)—O— K1 J195 S 4-0073 —(CH₂)₂— —C(═O)—O— K1 J197 S 4-0074 —(CH₂)₂— —C(═O)—O— K5 J9 S 4-0075 —(CH₂)₂— —C(═O)—O— K5 J140 S 4-0076 —(CH₂)₂— —C(═O)—O— K5 J78 S 4-0077 —(CH₂)₂— —C(═O)—O— K5 J130 S 4-0078 —(CH₂)₂— —C(═O)—O— K5 J138 S 4-0079 —(CH₂)₂— —C(═O)—O— K5 J129 S 4-0080 —(CH₂)₂— —C(═O)—O— K11 J9 S 4-0081 —(CH₂)₂— —C(═O)—O— K11 J140 S 4-0082 —(CH₂)₂— —C(═O)—O— K11 J78 S 4-0083 —(CH₂)₂— —C(═O)—O— K11 J130 S 4-0084 —(CH₂)₂— —C(═O)—O— K11 J138 S 4-0085 —(CH₂)₂— —C(═O)—O— K11 J129 S 4-0086 —(CH₂)₂— —C(═O)—O— K99 J140 S 4-0087 —(CH₂)₂— —C(═O)—O— K99 J78 S 4-0088 —(CH₂)₂— —C(═O)—O— K99 J130 S 4-0089 —(CH₂)₂— —C(═O)—O— K99 J138 S 4-0090 —(CH₂)₂— —C(═O)—O— K99 J129 S 4-0091 —(CH₂)₂— —C(═O)—O— K240 J1 S 4-0092 —(CH₂)₂— —C(═O)—O— K240 J3 S 4-0093 —(CH₂)₂— —C(═O)—O— K240 J6 S 4-0094 —(CH₂)₂— —C(═O)—O— K240 J10 S 4-0095 —(CH₂)₂— —C(═O)—O— K240 J14 S 4-0096 —(CH₂)₂— —C(═O)—O— K240 J19 S

TABLE 164 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 4-0097 —(CH₂)₂— —C(═O)—O— K240 J22 S 4-0098 —(CH₂)₂— —C(═O)—O— K240 J25 S 4-0099 —(CH₂)₂— —C(═O)—O— K240 J29 S 4-0100 —(CH₂)₂— —C(═O)—O— K240 J57 S 4-0101 —(CH₂)₂— —C(═O)—O— K240 J59 S 4-0102 —(CH₂)₂— —C(═O)—O— K240 J70 S 4-0103 —(CH₂)₂— —C(═O)—O— K240 J72 S 4-0104 —(CH₂)₂— —C(═O)—O— K240 J74 S 4-0105 —(CH₂)₂— —C(═O)—O— K240 J75 S 4-0106 —(CH₂)₂— —C(═O)—O— K240 J77 S 4-0107 —(CH₂)₂— —C(═O)—O— K240 J126 S 4-0108 —(CH₂)₂— —C(═O)—O— K240 J129 S 4-0109 —(CH₂)₂— —C(═O)—O— K240 J130 S 4-0110 —(CH₂)₂— —C(═O)—O— K240 J138 S 4-0111 —(CH₂)₂— —C(═O)—O— K240 J140 S 4-0112 —(CH₂)₂— —C(═O)—O— K240 J151 S 4-0113 —(CH₂)₂— —C(═O)—O— K240 J165 S 4-0114 —(CH₂)₂— —C(═O)—O— K240 J168 S 4-0115 —(CH₂)₂— —C(═O)—O— K240 J174 S 4-0116 —(CH₂)₂— —C(═O)—O— K240 J176 S 4-0117 —(CH₂)₂— —C(═O)—O— K240 J177 S 4-0118 —(CH₂)₂— —C(═O)—O— K240 J178 S 4-0119 —(CH₂)₂— —C(═O)—O— K240 J185 S 4-0120 —(CH₂)₂— —C(═O)—O— K240 J191 S 4-0121 —(CH₂)₂— —C(═O)—O— K240 J193 S 4-0122 —(CH₂)₂— —C(═O)—O— K240 J195 S 4-0123 —(CH₂)₂— —C(═O)—O— K240 J197 S 4-0124 —(CH₂)³⁻ —C(═O)—O— K1 J9 S 4-0125 —(CH₂)³⁻ —C(═O)—O— K1 J140 S 4-0126 —(CH₂)³⁻ —C(═O)—O— K1 J78 S 4-0127 —(CH₂)³⁻ —C(═O)—O— K1 J130 S 4-0128 —(CH₂)³⁻ —C(═O)—O— K1 J138 S

TABLE 165 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 4-0129 —(CH₂)³⁻ —C(═O)—O— K1 J129 S 4-0130 —(CH₂)³⁻ —C(═O)—O— K5 J9 S 4-0131 —(CH₂)³⁻ —C(═O)—O— K5 J140 S 4-0132 —(CH₂)³⁻ —C(═O)—O— K5 J78 S 4-0133 —(CH₂)³⁻ —C(═O)—O— K5 J130 S 4-0134 —(CH₂)³⁻ —C(═O)—O— K5 J138 S 4-0135 —(CH₂)³⁻ —C(═O)—O— K5 J129 S 4-0136 —(CH₂)³⁻ —C(═O)—O— K11 J9 S 4-0137 —(CH₂)³⁻ —C(═O)—O— K11 J140 S 4-0138 —(CH₂)³⁻ —C(═O)—O— K11 J78 S 4-0139 —(CH₂)³⁻ —C(═O)—O— K11 J130 S 4-0140 —(CH₂)³⁻ —C(═O)—O— K11 J138 S 4-0141 —(CH₂)³⁻ —C(═O)—O— K11 J129 S 4-0142 —(CH₂)³⁻ —C(═O)—O— K99 J9 S 4-0143 —(CH₂)³⁻ —C(═O)—O— K99 J140 S 4-0144 —(CH₂)³⁻ —C(═O)—O— K99 J78 S 4-0145 —(CH₂)³⁻ —C(═O)—O— K99 J130 S 4-0146 —(CH₂)³⁻ —C(═O)—O— K99 J138 S 4-0147 —(CH₂)³⁻ —C(═O)—O— K99 J129 S 4-0148 —(CH₂)³⁻ —C(═O)—O— K240 J1 S 4-0149 —(CH₂)³⁻ —C(═O)—O— K240 J3 S 4-0150 —(CH₂)³⁻ —C(═O)—O— K240 J6 S 4-0151 —(CH₂)³⁻ —C(═O)—O— K240 J10 S 4-0152 —(CH₂)³⁻ —C(═O)—O— K240 J14 S 4-0153 —(CH₂)³⁻ —C(═O)—O— K240 J19 S 4-0154 —(CH₂)³⁻ —C(═O)—O— K240 J22 S 4-0155 —(CH₂)³⁻ —C(═O)—O— K240 J25 S 4-0156 —(CH₂)³⁻ —C(═O)—O— K240 J29 S 4-0157 —(CH₂)³⁻ —C(═O)—O— K240 J57 S 4-0158 —(CH₂)³⁻ —C(═O)—O— K240 J59 S 4-0159 —(CH₂)³⁻ —C(═O)—O— K240 J70 S 4-0160 —(CH₂)³⁻ —C(═O)—O— K240 J72 S

TABLE 166 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 4-0161 —(CH₂)³⁻ —C(═O)—O— K240 J74 S 4-0162 —(CH₂)³⁻ —C(═O)—O— K240 J75 S 4-0163 —(CH₂)³⁻ —C(═O)—O— K240 J77 S 4-0164 —(CH₂)³⁻ —C(═O)—O— K240 J78 S 4-0165 —(CH₂)³⁻ —C(═O)—O— K240 J126 S 4-0166 —(CH₂)³⁻ —C(═O)—O— K240 J129 S 4-0167 —(CH₂)³⁻ —C(═O)—O— K240 J130 S 4-0168 —(CH₂)³⁻ —C(═O)—O— K240 J138 S 4-0169 —(CH₂)³⁻ —C(═O)—O— K240 J140 S 4-0170 —(CH₂)³⁻ —C(═O)—O— K240 J151 S 4-0171 —(CH₂)³⁻ —C(═O)—O— K240 J165 S 4-0172 —(CH₂)³⁻ —C(═O)—O— K240 J168 S 4-0173 —(CH₂)³⁻ —C(═O)—O— K240 J174 S 4-0174 —(CH₂)³⁻ —C(═O)—O— K240 J176 S 4-0175 —(CH₂)³⁻ —C(═O)—O— K240 J177 S 4-0176 —(CH₂)³⁻ —C(═O)—O— K240 J178 S 4-0177 —(CH₂)³⁻ —C(═O)—O— K240 J185 S 4-0178 —(CH₂)³⁻ —C(═O)—O— K240 J191 S 4-0179 —(CH₂)³⁻ —C(═O)—O— K240 J193 S 4-0180 —(CH₂)³⁻ —C(═O)—O— K240 J195 S 4-0181 —(CH₂)³⁻ —C(═O)—O— K240 J197 S 4-0182 —(CH₂)₂— —C(═O)—O— K1 J1 O 4-0183 —(CH₂)₂— —C(═O)—O— K1 J3 O 4-0184 —(CH₂)₂— —C(═O)—O— K1 J6 O 4-0185 —(CH₂)₂— —C(═O)—O— K1 J9 O 4-0186 —(CH₂)₂— —C(═O)—O— K1 J10 O 4-0187 —(CH₂)₂— —C(═O)—O— K1 J14 O 4-0188 —(CH₂)₂— —C(═O)—O— K1 J19 O 4-0189 —(CH₂)₂— —C(═O)—O— K1 J22 O 4-0190 —(CH₂)₂— —C(═O)—O— K1 J25 O 4-0191 —(CH₂)₂— —C(═O)—O— K1 J29 O 4-0192 —(CH₂)₂— —C(═O)—O— K1 J57 O

TABLE 167 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 4-0193 —(CH₂)₂— —C(═O)—O— K1 J59 O 4-0194 —(CH₂)₂— —C(═O)—O— K1 J70 O 4-0195 —(CH₂)₂— —C(═O)—O— K1 J72 O 4-0196 —(CH₂)₂— —C(═O)—O— K1 J74 O 4-0197 —(CH₂)₂— —C(═O)—O— K1 J75 O 4-0198 —(CH₂)₂— —C(═O)—O— K1 J77 O 4-0199 —(CH₂)₂— —C(═O)—O— K1 J78 O 4-0200 —(CH₂)₂— —C(═O)—O— K1 J126 O 4-0201 —(CH₂)₂— —C(═O)—O— K1 J129 O 4-0202 —(CH₂)₂— —C(═O)—O— K1 J130 O 4-0203 —(CH₂)₂— —C(═O)—O— K1 J138 O 4-0204 —(CH₂)₂— —C(═O)—O— K1 J140 O 4-0205 —(CH₂)₂— —C(═O)—O— K1 J151 O 4-0206 —(CH₂)₂— —C(═O)—O— K1 J165 O 4-0207 —(CH₂)₂— —C(═O)—O— K1 J168 O 4-0208 —(CH₂)₂— —C(═O)—O— K1 J174 O 4-0209 —(CH₂)₂— —C(═O)—O— K1 J176 O 4-0210 —(CH₂)₂— —C(═O)—O— K1 J177 O 4-0211 —(CH₂)₂— —C(═O)—O— K1 J178 O 4-0212 —(CH₂)₂— —C(═O)—O— K1 J185 O 4-0213 —(CH₂)₂— —C(═O)—O— K1 J191 O 4-0214 —(CH₂)₂— —C(═O)—O— K1 J193 O 4-0215 —(CH₂)₂— —C(═O)—O— K1 J195 O 4-0216 —(CH₂)₂— —C(═O)—O— K1 J197 O 4-0217 —(CH₂)₂— —C(═O)—O— K5 J9 O 4-0218 —(CH₂)₂— —C(═O)—O— K5 J140 O 4-0219 —(CH₂)₂— —C(═O)—O— K5 J78 O 4-0220 —(CH₂)₂— —C(═O)—O— K5 J130 O 4-0221 —(CH₂)₂— —C(═O)—O— K5 J138 O 4-0222 —(CH₂)₂— —C(═O)—O— K5 J129 O 4-0223 —(CH₂)₂— —C(═O)—O— K11 J9 O 4-0224 —(CH₂)₂— —C(═O)—O— K11 J140 O

TABLE 168 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 4-0225 —(CH₂)₂— —C(═O)—O— K11 J78 O 4-0226 —(CH₂)₂— —C(═O)—O— K11 J130 O 4-0227 —(CH₂)₂— —C(═O)—O— K11 J138 O 4-0228 —(CH₂)₂— —C(═O)—O— K11 J129 O 4-0229 —(CH₂)₂— —C(═O)—O— K99 J9 O 4-0230 —(CH₂)₂— —C(═O)—O— K99 J140 O 4-0231 —(CH₂)₂— —C(═O)—O— K99 J78 O 4-0232 —(CH₂)₂— —C(═O)—O— K99 J130 O 4-0233 —(CH₂)₂— —C(═O)—O— K99 J138 O 4-0234 —(CH₂)₂— —C(═O)—O— K99 J129 O 4-0235 —(CH₂)₂— —C(═O)—O— K240 J1 O 4-0236 —(CH₂)₂— —C(═O)—O— K240 J3 O 4-0237 —(CH₂)₂— —C(═O)—O— K240 J6 O 4-0238 —(CH₂)₂— —C(═O)—O— K240 J9 O 4-0239 —(CH₂)₂— —C(═O)—O— K240 J10 O 4-0240 —(CH₂)₂— —C(═O)—O— K240 J14 O 4-0241 —(CH₂)₂— —C(═O)—O— K240 J19 O 4-0242 —(CH₂)₂— —C(═O)—O— K240 J22 O 4-0243 —(CH₂)₂— —C(═O)—O— K240 J25 O 4-0244 —(CH₂)₂— —C(═O)—O— K240 J29 O 4-0245 —(CH₂)₂— —C(═O)—O— K240 J57 O 4-0246 —(CH₂)₂— —C(═O)—O— K240 J59 O 4-0247 —(CH₂)₂— —C(═O)—O— K240 J70 O 4-0248 —(CH₂)₂— —C(═O)—O— K240 J72 O 4-0249 —(CH₂)₂— —C(═O)—O— K240 J74 O 4-0250 —(CH₂)₂— —C(═O)—O— K240 J75 O 4-0251 —(CH₂)₂— —C(═O)—O— K240 J77 O 4-0252 —(CH₂)₂— —C(═O)—O— K240 J78 O 4-0253 —(CH₂)₂— —C(═O)—O— K240 J126 O 4-0254 —(CH₂)₂— —C(═O)—O— K240 J129 O 4-0255 —(CH₂)₂— —C(═O)—O— K240 J130 O 4-0256 —(CH₂)₂— —C(═O)—O— K240 J138 O

TABLE 169 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 4-0257 —(CH₂)₂— —C(═O)—O— K240 J140 O 4-0258 —(CH₂)₂— —C(═O)—O— K240 J151 O 4-0259 —(CH₂)₂— —C(═O)—O— K240 J165 O 4-0260 —(CH₂)₂— —C(═O)—O— K240 J168 O 4-0261 —(CH₂)₂— —C(═O)—O— K240 J174 O 4-0262 —(CH₂)₂— —C(═O)—O— K240 J176 O 4-0263 —(CH₂)₂— —C(═O)—O— K240 J177 O 4-0264 —(CH₂)₂— —C(═O)—O— K240 J178 O 4-0265 —(CH₂)₂— —C(═O)—O— K240 J185 O 4-0266 —(CH₂)₂— —C(═O)—O— K240 J191 O 4-0267 —(CH₂)₂— —C(═O)—O— K240 J193 O 4-0268 —(CH₂)₂— —C(═O)—O— K240 J195 O 4-0269 —(CH₂)₂— —C(═O)—O— K240 J197 O 4-0270 —(CH₂)³⁻ —C(═O)—O— K1 J9 O 4-0271 —(CH₂)³⁻ —C(═O)—O— K1 J140 O 4-0272 —(CH₂)³⁻ —C(═O)—O— K1 J78 O 4-0273 —(CH₂)³⁻ —C(═O)—O— K1 J130 O 4-0274 —(CH₂)³⁻ —C(═O)—O— K1 J138 O 4-0275 —(CH₂)³⁻ —C(═O)—O— K1 J129 O 4-0276 —(CH₂)³⁻ —C(═O)—O— K5 J9 O 4-0277 —(CH₂)³⁻ —C(═O)—O— K5 J140 O 4-0278 —(CH₂)³⁻ —C(═O)—O— K5 J78 O 4-0279 —(CH₂)³⁻ —C(═O)—O— K5 J130 O 4-0280 —(CH₂)³⁻ —C(═O)—O— K5 J138 O 4-0281 —(CH₂)³⁻ —C(═O)—O— K5 J129 O 4-0282 —(CH₂)³⁻ —C(═O)—O— K11 J9 O 4-0283 —(CH₂)³⁻ —C(═O)—O— K11 J140 O 4-0284 —(CH₂)³⁻ —C(═O)—O— K11 J78 O 4-0285 —(CH₂)³⁻ —C(═O)—O— K11 J130 O 4-0286 —(CH₂)³⁻ —C(═O)—O— K11 J138 O 4-0287 —(CH₂)³⁻ —C(═O)—O— K11 J129 O 4-0288 —(CH₂)³⁻ —C(═O)—O— K99 J9 O

TABLE 170 Compound -G¹- No. -A¹- -A²- A³-A⁴-G² -A⁵-R² X 4-0289 —(CH₂)³⁻ —C(═O)—O— K99 J140 O 4-0290 —(CH₂)³⁻ —C(═O)—O— K99 J130 O 4-0291 —(CH₂)³⁻ —C(═O)—O— K99 J138 O 4-0292 —(CH₂)³⁻ —C(═O)—O— K99 J129 O 4-0293 —(CH₂)³⁻ —C(═O)—O— K240 J1 O 4-0294 —(CH₂)³⁻ —C(═O)—O— K240 J3 O 4-0295 —(CH₂)³⁻ —C(═O)—O— K240 J6 O 4-0296 —(CH₂)³⁻ —C(═O)—O— K240 J9 O 4-0297 —(CH₂)³⁻ —C(═O)—O— K240 J10 O 4-0298 —(CH₂)³⁻ —C(═O)—O— K240 J14 O 4-0299 —(CH₂)³⁻ —C(═O)—O— K240 J19 O 4-0300 —(CH₂)³⁻ —C(═O)—O— K240 J22 O 4-0301 —(CH₂)³⁻ —C(═O)—O— K240 J25 O 4-0302 —(CH₂)³⁻ —C(═O)—O— K240 J29 O 4-0303 —(CH₂)³⁻ —C(═O)—O— K240 J57 O 4-0304 —(CH₂)³⁻ —C(═O)—O— K240 J59 O 4-0305 —(CH₂)³⁻ —C(═O)—O— K240 J70 O 4-0306 —(CH₂)³⁻ —C(═O)—O— K240 J72 O 4-0307 —(CH₂)³⁻ —C(═O)—O— K240 J74 O 4-0308 —(CH₂)³⁻ —C(═O)—O— K240 J75 O 4-0309 —(CH₂)³⁻ —C(═O)—O— K240 J77 O 4-0310 —(CH₂)³⁻ —C(═O)—O— K240 J78 O 4-0311 —(CH₂)³⁻ —C(═O)—O— K240 J126 O 4-0312 —(CH₂)³⁻ —C(═O)—O— K240 J129 O 4-0313 —(CH₂)³⁻ —C(═O)—O— K240 J130 O 4-0314 —(CH₂)³⁻ —C(═O)—O— K240 J138 O 4-0315 —(CH₂)³⁻ —C(═O)—O— K240 J140 O 4-0316 —(CH₂)³⁻ —C(═O)—O— K240 J151 O 4-0317 —(CH₂)³⁻ —C(═O)—O— K240 J165 O 4-0318 —(CH₂)³⁻ —C(═O)—O— K240 J168 O 4-0319 —(CH₂)³⁻ —C(═O)—O— K240 J174 O 4-0320 —(CH₂)³⁻ —C(═O)—O— K240 J176 O

TABLE 171 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 4-0321 —(CH₂)³⁻ —C(═O)—O— K240 J177 O 4-0322 —(CH₂)³⁻ —C(═O)—O— K240 J178 O 4-0323 —(CH₂)³⁻ —C(═O)—O— K240 J185 O 4-0324 —(CH₂)³⁻ —C(═O)—O— K240 J191 O 4-0325 —(CH₂)³⁻ —C(═O)—O— K240 J193 O 4-0326 —(CH₂)³⁻ —C(═O)—O— K240 J195 O 4-0327 —(CH₂)³⁻ —C(═O)—O— K240 J197 O 4-0328 —(CH₂)₂— —C(═O)—O— K2 J126 O 4-0329 —(CH₂)₂— —C(═O)—O— K2 J126 S

TABLE 172 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0001 —(CH₂)₂— —C(═O)— K1 J9 S 5-0002 —(CH₂)₂— —C(═O)— K1 J10 S 5-0003 —(CH₂)₂— —C(═O)— K1 J51 O 5-0004 —(CH₂)₂— —C(═O)— K1 J78 S 5-0005 —(CH₂)₂— —C(═O)— K8 J9 S 5-0006 —(CH₂)₂— —C(═O)— K11 J9 S 5-0007 —(CH₂)₂— —C(═O)— K24 J70 S 5-0008 —(CH₂)₂— —C(═O)— K34 J78 S 5-0009 —(CH₂)₂— —C(═O)— K34 J131 S 5-0010 —(CH₂)₂— —C(═O)— K36 J128 S 5-0011 —(CH₂)₂— —C(═O)— K36 J149 S 5-0012 —(CH₂)₂— —C(═O)— K48 J126 S 5-0013 —(CH₂)₂— —C(═O)— K48 J140 O 5-0014 —(CH₂)₂— —C(═O)— K74 J19 S 5-0015 —(CH₂)₂— —C(═O)— K74 J70 O 5-0016 —(CH₂)₂— —C(═O)— K99 J9 S 5-0017 —(CH₂)₂— —C(═O)— K101 J30 S 5-0018 —(CH₂)₂— —C(═O)— K107 J19 S 5-0019 —(CH₂)₂— —C(═O)— K110 J51 S 5-0020 —(CH₂)₂— —C(═O)— K110 J78 O 5-0021 —(CH₂)₂— —C(═O)— K110 J131 S 5-0022 —(CH₂)₂— —C(═O)— K160 J126 S 5-0023 —(CH₂)₂— —C(═O)— K167 J70 S 5-0024 —(CH₂)₂— —C(═O)— K175 J10 S 5-0025 —(CH₂)₂— —C(═O)— K175 J131 O 5-0026 —(CH₂)₂— —C(═O)— K176 J128 S 5-0027 —(CH₂)₂— —C(═O)— K176 J149 S 5-0028 —(CH₂)₂— —C(═O)— K180 J126 O 5-0029 —(CH₂)₂— —C(═O)— K180 J140 S 5-0030 —(CH₂)₂— —C(═O)— K183 J19 O 5-0031 —(CH₂)₂— —C(═O)— K185 J30 S 5-0032 —(CH₂)₂— —C(═O)— K189 J3 S

TABLE 173 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0033 —(CH₂)₂— —C(═O)— K189 J30 S 5-0034 —(CH₂)₂— —C(═O)— K190 J78 S 5-0035 —(CH₂)₂— —C(═O)— K190 J131 S 5-0036 —(CH₂)₂— —C(═O)— K193 J128 O 5-0037 —(CH₂)₂— —C(═O)— K193 J149 S 5-0038 —(CH₂)₂— —C(═O)— K205 J9 S 5-0039 —(CH₂)₂— —C(═O)— K205 J126 S 5-0040 —(CH₂)₂— —C(═O)— K205 J140 O 5-0041 —(CH₂)₂— —C(═O)— K206 J9 S 5-0042 —(CH₂)₂— —C(═O)— K207 J19 S 5-0043 —(CH₂)₂— —C(═O)— K207 J70 S 5-0044 —(CH₂)₂— —C(═O)— K215 J10 S 5-0045 —(CH₂)₂— —C(═O)— K215 J51 S 5-0046 —(CH₂)₂— —C(═O)— K217 J128 S 5-0047 —(CH₂)₂— —C(═O)— K217 J149 O 5-0048 —(CH₂)₂— —C(═O)— K229 J140 S 5-0049 —(CH₂)₃— —C(═O)— K1 J9 S 5-0050 —(CH₂)₃— —C(═O)— K1 J131 O 5-0051 —(CH₂)₃— —C(═O)— K8 J9 S 5-0052 —(CH₂)₃— —C(═O)— K8 J128 O 5-0053 —(CH₂)₃— —C(═O)— K8 J149 S 5-0054 —(CH₂)₃— —C(═O)— K11 J9 S 5-0055 —(CH₂)₃— —C(═O)— K13 J126 S 5-0056 —(CH₂)₃— —C(═O)— K13 J140 S 5-0057 —(CH₂)₃— —C(═O)— K24 J19 O 5-0058 —(CH₂)₃— —C(═O)— K34 J10 S 5-0059 —(CH₂)₃— —C(═O)— K34 J51 S 5-0060 —(CH₂)₃— —C(═O)— K99 J9 S 5-0061 —(CH₂)₃— —C(═O)— K101 J3 S 5-0062 —(CH₂)₃— —C(═O)— K107 J70 O 5-0063 —(CH₂)₃— —C(═O)— K110 J10 O 5-0064 —(CH₂)₃— —C(═O)— K150 J128 S

TABLE 174 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0065 —(CH₂)₃— —C(═O)— K150 J149 O 5-0066 —(CH₂)₃— —C(═O)— K160 J140 S 5-0067 —(CH₂)₃— —C(═O)— K167 J19 S 5-0068 —(CH₂)₃— —C(═O)— K175 J51 S 5-0069 —(CH₂)₃— —C(═O)— K175 J78 S 5-0070 —(CH₂)₃— —C(═O)— K183 J70 S 5-0071 —(CH₂)₃— —C(═O)— K185 J3 S 5-0072 —(CH₂)₃— —C(═O)— K190 J10 S 5-0073 —(CH₂)₃— —C(═O)— K190 J51 O 5-0074 —(CH₂)₃— —C(═O)— K205 J9 S 5-0075 —(CH₂)₃— —C(═O)— K215 J78 O 5-0076 —(CH₂)₃— —C(═O)— K215 J131 S 5-0077 —(CH₂)₃— —C(═O)— K229 J126 S 5-0078 —(CH₂)₂— —C(═O)— K1 J126 S 5-0079 —(CH₂)₂— —C(═O)— K1 J129 S 5-0080 —(CH₂)₂— —C(═O)— K1 J130 S 5-0081 —(CH₂)₂— —C(═O)— K1 J138 S 5-0082 —(CH₂)₂— —C(═O)— K1 J140 S 5-0083 —(CH₂)₂— —C(═O)— K2 J9 S 5-0084 —(CH₂)₂— —C(═O)— K2 J126 S 5-0085 —(CH₂)₂— —C(═O)— K2 J129 S 5-0086 —(CH₂)₂— —C(═O)— K2 J130 S 5-0087 —(CH₂)₂— —C(═O)— K2 J138 S 5-0088 —(CH₂)₂— —C(═O)— K2 J140 S 5-0089 —(CH₂)₂— —C(═O)— K3 J9 S 5-0090 —(CH₂)₂— —C(═O)— K3 J126 S 5-0091 —(CH₂)₂— —C(═O)— K3 J129 S 5-0092 —(CH₂)₂— —C(═O)— K3 J130 S 5-0093 —(CH₂)₂— —C(═O)— K3 J138 S 5-0094 —(CH₂)₂— —C(═O)— K3 J140 S 5-0095 —(CH₂)₂— —C(═O)— K4 J9 S 5-0096 —(CH₂)₂— —C(═O)— K4 J126 S

TABLE 175 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0097 —(CH₂)₂— —C(═O)— K4 J129 S 5-0098 —(CH₂)₂— —C(═O)— K4 J130 S 5-0099 —(CH₂)₂— —C(═O)— K4 J138 S 5-0100 —(CH₂)₂— —C(═O)— K4 J140 S 5-0101 —(CH₂)₂— —C(═O)— K11 J126 S 5-0102 —(CH₂)₂— —C(═O)— K11 J129 S 5-0103 —(CH₂)₂— —C(═O)— K11 J130 S 5-0104 —(CH₂)₂— —C(═O)— K11 J138 S 5-0105 —(CH₂)₂— —C(═O)— K11 J140 S 5-0106 —(CH₂)₂— —C(═O)— K99 J126 S 5-0107 —(CH₂)₂— —C(═O)— K99 J129 S 5-0108 —(CH₂)₂— —C(═O)— K99 J130 S 5-0109 —(CH₂)₂— —C(═O)— K99 J138 S 5-0110 —(CH₂)₂— —C(═O)— K99 J140 S 5-0111 —(CH₂)₂— —C(═O)— K1 J9 O 5-0112 —(CH₂)₂— —C(═O)— K1 J126 O 5-0113 —(CH₂)₂— —C(═O)— K1 J129 O 5-0114 —(CH₂)₂— —C(═O)— K1 J130 O 5-0115 —(CH₂)₂— —C(═O)— K1 J138 O 5-0116 —(CH₂)₂— —C(═O)— K1 J140 O 5-0117 —(CH₂)₂— —C(═O)— K2 J9 O 5-0118 —(CH₂)₂— —C(═O)— K2 J126 O 5-0119 —(CH₂)₂— —C(═O)— K2 J129 O 5-0120 —(CH₂)₂— —C(═O)— K2 J130 O 5-0121 —(CH₂)₂— —C(═O)— K2 J138 O 5-0122 —(CH₂)₂— —C(═O)— K2 J140 O 5-0123 —(CH₂)₂— —C(═O)— K3 J9 O 5-0124 —(CH₂)₂— —C(═O)— K3 J126 O 5-0125 —(CH₂)₂— —C(═O)— K3 J129 O 5-0126 —(CH₂)₂— —C(═O)— K3 J130 O 5-0127 —(CH₂)₂— —C(═O)— K3 J138 O 5-0128 —(CH₂)₂— —C(═O)— K3 J140 O

TABLE 176 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0129 —(CH₂)₂— —C(═O)— K4 J9 O 5-0130 —(CH₂)₂— —C(═O)— K4 J126 O 5-0131 —(CH₂)₂— —C(═O)— K4 J129 O 5-0132 —(CH₂)₂— —C(═O)— K4 J130 O 5-0133 —(CH₂)₂— —C(═O)— K4 J138 O 5-0134 —(CH₂)₂— —C(═O)— K4 J140 O 5-0135 —(CH₂)₂— —C(═O)— K11 J9 O 5-0136 —(CH₂)₂— —C(═O)— K11 J126 O 5-0137 —(CH₂)₂— —C(═O)— K11 J129 O 5-0138 —(CH₂)₂— —C(═O)— K11 J130 O 5-0139 —(CH₂)₂— —C(═O)— K11 J138 O 5-0140 —(CH₂)₂— —C(═O)— K11 J140 O 5-0141 —(CH₂)₂— —C(═O)— K99 J9 O 5-0142 —(CH₂)₂— —C(═O)— K99 J126 O 5-0143 —(CH₂)₂— —C(═O)— K99 J129 O 5-0144 —(CH₂)₂— —C(═O)— K99 J130 O 5-0145 —(CH₂)₂— —C(═O)— K99 J138 O 5-0146 —(CH₂)₂— —C(═O)— K99 J140 O 5-0147 —(CH₂)₃— —C(═O)— K1 J9 O 5-0148 —(CH₂)₃— —C(═O)— K1 J126 O 5-0149 —(CH₂)₃— —C(═O)— K1 J129 O 5-0150 —(CH₂)₃— —C(═O)— K1 J130 O 5-0151 —(CH₂)₃— —C(═O)— K1 J138 O 5-0152 —(CH₂)₃— —C(═O)— K1 J140 O 5-0153 —(CH₂)₃— —C(═O)— K2 J9 O 5-0154 —(CH₂)₃— —C(═O)— K2 J126 O 5-0155 —(CH₂)₃— —C(═O)— K2 J129 O 5-0156 —(CH₂)₃— —C(═O)— K2 J130 O 5-0157 —(CH₂)₃— —C(═O)— K2 J138 O 5-0158 —(CH₂)₃— —C(═O)— K2 J140 O 5-0159 —(CH₂)₃— —C(═O)— K3 J9 O 5-0160 —(CH₂)₃— —C(═O)— K3 J126 O

TABLE 177 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0161 —(CH₂)₃— —C(═O)— K3 J129 O 5-0162 —(CH₂)₃— —C(═O)— K3 J130 O 5-0163 —(CH₂)₃— —C(═O)— K3 J138 O 5-0164 —(CH₂)₃— —C(═O)— K3 J140 O 5-0165 —(CH₂)₃— —C(═O)— K4 J9 S 5-0166 —(CH₂)₃— —C(═O)— K4 J126 S 5-0167 —(CH₂)₃— —C(═O)— K4 J129 S 5-0168 —(CH₂)₃— —C(═O)— K4 J130 S 5-0169 —(CH₂)₃— —C(═O)— K4 J138 S 5-0170 —(CH₂)₃— —C(═O)— K4 J140 S 5-0171 —(CH₂)₃— —C(═O)— K11 J126 S 5-0172 —(CH₂)₃— —C(═O)— K11 J129 S 5-0173 —(CH₂)₃— —C(═O)— K11 J130 S 5-0174 —(CH₂)₃— —C(═O)— K11 J138 S 5-0175 —(CH₂)₃— —C(═O)— K11 J140 S 5-0176 —(CH₂)₃— —C(═O)— K99 J126 S 5-0177 —(CH₂)₃— —C(═O)— K99 J129 S 5-0178 —(CH₂)₃— —C(═O)— K99 J130 S 5-0179 —(CH₂)₃— —C(═O)— K99 J138 S 5-0180 —(CH₂)₃— —C(═O)— K99 J140 S 5-0181 —(CH₂)₂— —C(═O)— K699 J9 S

TABLE 178 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 6-0001 single bond single bond K1 N1 O 6-0002 single bond single bond K1 N1 S 6-0003 single bond single bond K1 N2 O 6-0004 single bond single bond K1 N2 S 6-0005 single bond single bond K1 N9 S 6-0006 single bond single bond K1 N12 S 6-0007 single bond single bond K1 N24 S 6-0008 single bond single bond K1 N40 S 6-0009 single bond single bond K1 N115 S 6-0010 single bond single bond K1 N128 S 6-0011 single bond single bond K1 N130 S 6-0012 single bond single bond K1 N140 S 6-0013 single bond single bond K1 N149 S 6-0014 single bond single bond K1 N150 S 6-0015 single bond single bond K2 N9 S 6-0016 single bond single bond K2 N24 S 6-0017 single bond single bond K2 N69 S 6-0018 single bond single bond K2 N115 S 6-0019 single bond single bond K2 N128 S 6-0020 single bond single bond K2 N140 S 6-0021 single bond single bond K2 N149 S 6-0022 single bond single bond K2 N150 S 6-0023 single bond single bond K11 N1 S 6-0024 single bond single bond K11 N2 S 6-0025 single bond single bond K11 N3 S 6-0026 single bond single bond K11 N4 S 6-0027 single bond single bond K11 N5 S 6-0028 single bond single bond K11 N24 S 6-0029 single bond single bond K11 N69 S 6-0030 single bond single bond K11 N115 S 6-0031 single bond single bond K11 N128 S 6-0032 single bond single bond K11 N140 S

TABLE 179 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 6-0033 single bond single bond K11 N149 S 6-0034 single bond single bond K11 N150 S 6-0035 single bond single bond K99 N2 S 6-0036 single bond single bond K99 N4 S 6-0037 single bond single bond K99 N9 S 6-0038 single bond single bond K99 N24 S 6-0039 single bond single bond K99 N69 S 6-0040 single bond single bond K99 N115 S 6-0041 single bond single bond K99 N130 S 6-0042 single bond single bond K99 N140 S 6-0043 single bond single bond K99 N149 S 6-0044 single bond single bond K99 N150 S 6-0045 single bond single bond K103 N4 S 6-0046 single bond single bond K103 N9 S 6-0047 single bond single bond K103 N128 S 6-0048 single bond single bond K103 N140 S 6-0049 single bond single bond K103 N149 S 6-0050 single bond single bond K240 N1 S 6-0051 single bond single bond K240 N2 S 6-0052 single bond single bond K240 N3 S 6-0053 single bond single bond K240 N4 S 6-0054 single bond single bond K240 N5 S 6-0055 single bond single bond K240 N69 S 6-0056 single bond single bond K240 N115 S 6-0057 single bond single bond K240 N128 S 6-0058 single bond single bond K240 N130 S 6-0059 single bond single bond K240 N140 S 6-0060 single bond single bond K240 N145 S 6-0061 single bond single bond K240 N149 S 6-0062 single bond single bond K240 N150 S 6-0063 single bond single bond K240 N151 S 6-0064 single bond single bond K240 N152 S

TABLE 180 Compound -G¹-A³-A⁴- No. -A¹- -A²- G² -A⁵-R² X 6-0065 single bond single bond K240 N153 S 6-0066 single bond single bond K240 N154 S 6-0067 single bond single bond K240 N150 O 6-0068 —(CH₂)₂— —O— K1 N1 O 6-0069 —(CH₂)₂— —O— K1 N1 S 6-0070 —(CH₂)₂— —O— K4 N2 S 6-0071 —(CH₂)₂— —O— K11 N2 S 6-0072 —(CH₂)₂— —O— K99 N2 S 6-0073 —(CH₂)₂— —O— K1 N3 O 6-0074 —(CH₂)₂— —O— K1 N3 S 6-0075 —(CH₂)₂— —O— K4 N3 S 6-0076 —(CH₂)₂— —O— K11 N3 S 6-0077 —(CH₂)₂— —O— K99 N3 S 6-0078 —(CH₂)₂— —O— K1 N4 O 6-0079 —(CH₂)₂— —O— K1 N4 S 6-0080 —(CH₂)₂— —O— K4 N4 S 6-0081 —(CH₂)₂— —O— K99 N4 S 6-0082 —(CH₂)₂— —O— K1 N9 O 6-0083 —(CH₂)₂— —O— K1 N9 S 6-0084 —(CH₂)₂— —O— K1 N10 S 6-0085 —(CH₂)₂— —O— K1 N11 S 6-0086 —(CH₂)₂— —O— K1 N12 S 6-0087 —(CH₂)₂— —O— K1 N12 O 6-0088 —(CH₂)₂— —O— K1 N13 S 6-0089 —(CH₂)₂— —O— K1 N14 S 6-0090 —(CH₂)₂— —O— K1 N15 S 6-0091 —(CH₂)₂— —O— K1 N16 S 6-0092 —(CH₂)₂— —O— K1 N17 S 6-0093 —(CH₂)₂— —O— K1 N18 S 6-0094 —(CH₂)₂— —O— K1 N19 S 6-0095 —(CH₂)₂— —O— K1 N20 S 6-0096 —(CH₂)₂— —O— K1 N21 S

TABLE 181 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0097 —(CH₂)₂— —O— K1 N22 S 6-0098 —(CH₂)₂— —O— K1 N23 S 6-0099 —(CH₂)₂— —O— K1 N24 O 6-0100 —(CH₂)₂— —O— K1 N24 S 6-0101 —(CH₂)₂— —O— K2 N24 S 6-0102 —(CH₂)₂— —O— K4 N24 S 6-0103 —(CH₂)₂— —O— K11 N24 S 6-0104 —(CH₂)₂— —O— K99 N24 S 6-0105 —(CH₂)₂— —O— K1 N25 S 6-0106 —(CH₂)₂— —O— K1 N26 S 6-0107 —(CH₂)₂— —O— K1 N27 S 6-0108 —(CH₂)₂— —O— K1 N28 S 6-0109 —(CH₂)₂— —O— K1 N29 S 6-0110 —(CH₂)₂— —O— K1 N30 S 6-0111 —(CH₂)₂— —O— K1 N31 S 6-0112 —(CH₂)₂— —O— K1 N32 S 6-0113 —(CH₂)₂— —O— K1 N33 S 6-0114 —(CH₂)₂— —O— K1 N34 S 6-0115 —(CH₂)₂— —O— K1 N35 S 6-0116 —(CH₂)₂— —O— K1 N36 S 6-0117 —(CH₂)₂— —O— K1 N37 S 6-0118 —(CH₂)₂— —O— K1 N38 S 6-0119 —(CH₂)₂— —O— K1 N39 S 6-0120 —(CH₂)₂— —O— K1 N40 S 6-0121 —(CH₂)₂— —O— K1 N41 S 6-0122 —(CH₂)₂— —O— K1 N42 S 6-0123 —(CH₂)₂— —O— K1 N43 S 6-0124 —(CH₂)₂— —O— K1 N44 S 6-0125 —(CH₂)₂— —O— K1 N45 S 6-0126 —(CH₂)₂— —O— K1 N46 S 6-0127 —(CH₂)₂— —O— K1 N47 S 6-0128 —(CH₂)₂— —O— K1 N48 S

TABLE 182 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0129 —(CH₂)₂— —O— K1 N49 S 6-0130 —(CH₂)₂— —O— K1 N50 S 6-0131 —(CH₂)₂— —O— K1 N51 S 6-0132 —(CH₂)₂— —O— K1 N52 S 6-0133 —(CH₂)₂— —O— K1 N53 S 6-0134 —(CH₂)₂— —O— K1 N54 S 6-0135 —(CH₂)₂— —O— K1 N55 S 6-0136 —(CH₂)₂— —O— K1 N56 S 6-0137 —(CH₂)₂— —O— K1 N57 S 6-0138 —(CH₂)₂— —O— K1 N58 S 6-0139 —(CH₂)₂— —O— K1 N59 S 6-0140 —(CH₂)₂— —O— K1 N60 S 6-0141 —(CH₂)₂— —O— K1 N61 S 6-0142 —(CH₂)₂— —O— K1 N62 O 6-0143 —(CH₂)₂— —O— K1 N63 S 6-0144 —(CH₂)₂— —O— K1 N64 S 6-0145 —(CH₂)₂— —O— K1 N65 S 6-0146 —(CH₂)₂— —O— K1 N66 S 6-0147 —(CH₂)₂— —O— K1 N67 S 6-0148 —(CH₂)₂— —O— K1 N68 S 6-0149 —(CH₂)₂— —O— K1 N69 S 6-0150 —(CH₂)₂— —O— K1 N70 S 6-0151 —(CH₂)₂— —O— K1 N71 S 6-0152 —(CH₂)₂— —O— K1 N72 S 6-0153 —(CH₂)₂— —O— K1 N73 S 6-0154 —(CH₂)₂— —O— K1 N74 S 6-0155 —(CH₂)₂— —O— K1 N75 S 6-0156 —(CH₂)₂— —O— K1 N76 S 6-0157 —(CH₂)₂— —O— K1 N77 S 6-0158 —(CH₂)₂— —O— K1 N78 S 6-0159 —(CH₂)₂— —O— K1 N79 S 6-0160 —(CH₂)₂— —O— K1 N80 S

TABLE 183 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0161 —(CH₂)₂— —O— K1 N81 S 6-0162 —(CH₂)₂— —O— K1 N82 S 6-0163 —(CH₂)₂— —O— K1 N83 S 6-0164 —(CH₂)₂— —O— K1 N84 S 6-0165 —(CH₂)₂— —O— K1 N85 S 6-0166 —(CH₂)₂— —O— K1 N86 S 6-0167 —(CH₂)₂— —O— K1 N87 S 6-0168 —(CH₂)₂— —O— K1 N88 S 6-0169 —(CH₂)₂— —O— K1 N89 S 6-0170 —(CH₂)₂— —O— K1 N90 S 6-0171 —(CH₂)₂— —O— K1 N91 S 6-0172 —(CH₂)₂— —O— K1 N92 S 6-0173 —(CH₂)₂— —O— K1 N93 S 6-0174 —(CH₂)₂— —O— K1 N94 S 6-0175 —(CH₂)₂— —O— K1 N95 O 6-0176 —(CH₂)₂— —O— K1 N96 S 6-0177 —(CH₂)₂— —O— K1 N97 S 6-0178 —(CH₂)₂— —O— K1 N98 S 6-0179 —(CH₂)₂— —O— K1 N99 S 6-0180 —(CH₂)₂— —O— K1 N100 S 6-0181 —(CH₂)₂— —O— K1 N101 S 6-0182 —(CH₂)₂— —O— K1 N102 S 6-0183 —(CH₂)₂— —O— K1 N103 S 6-0184 —(CH₂)₂— —O— K1 N104 S 6-0185 —(CH₂)₂— —O— K1 N105 S 6-0186 —(CH₂)₂— —O— K1 N106 S 6-0187 —(CH₂)₂— —O— K1 N107 S 6-0188 —(CH₂)₂— —O— K1 N108 S 6-0189 —(CH₂)₂— —O— K1 N109 S 6-0190 —(CH₂)₂— —O— K1 N110 S 6-0191 —(CH₂)₂— —O— K1 N111 S 6-0192 —(CH₂)₂— —O— K1 N112 S

TABLE 184 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0193 —(CH₂)₂— —O— K1 N113 S 6-0194 —(CH₂)₃— —O— K1 N114 S 6-0195 —(CH₂)₃— —O— K1 N115 S 6-0196 —(CH₂)₃— —O— K1 N116 S 6-0197 —(CH₂)₃— —O— K1 N117 S 6-0198 —(CH₂)₃— —O— K1 N118 S 6-0199 —(CH₂)₃— —O— K1 N119 S 6-0200 —(CH₂)₂— —O— K1 N120 S 6-0201 —(CH₂)₂— —O— K1 N121 S 6-0202 —(CH₂)₂— —O— K1 N122 S 6-0203 —(CH₂)₂— —O— K1 N123 S 6-0204 —(CH₂)₂— —O— K1 N124 S 6-0205 —(CH₂)₂— —O— K1 N125 S 6-0206 —(CH₂)₂— —O— K1 N126 S 6-0207 —(CH₂)₂— —O— K1 N127 S 6-0208 —(CH₂)₂— —O— K1 N128 O 6-0209 —(CH₂)₂— —O— K1 N128 S 6-0210 —(CH₂)₂— —O— K2 N128 S 6-0211 —(CH₂)₂— —O— K4 N128 S 6-0212 —(CH₂)₂— —O— K11 N128 S 6-0213 —(CH₂)₂— —O— K99 N128 S 6-0214 —(CH₂)₂— —O— K1 N129 S 6-0215 —(CH₂)₂— —O— K1 N130 S 6-0216 —(CH₂)₂— —O— K1 N131 S 6-0217 —(CH₂)₂— —O— K1 N132 S 6-0218 —(CH₂)₂— —O— K1 N133 S 6-0219 —(CH₂)₂— —O— K1 N134 S 6-0220 —(CH₂)₂— —O— K1 N135 S 6-0221 —(CH₂)₂— —O— K1 N136 S 6-0222 —(CH₂)₂— —O— K1 N137 S 6-0223 —(CH₂)₂— —O— K1 N138 S 6-0224 —(CH₂)₂— —O— K1 N139 S

TABLE 185 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0225 —(CH₂)₂— —O— K1 N140 S 6-0226 —(CH₂)₂— —O— K1 N141 S 6-0227 —(CH₂)₂— —O— K1 N142 S 6-0228 —(CH₂)₂— —O— K1 N143 S 6-0229 —(CH₂)₂— —O— K1 N144 S 6-0230 —(CH₂)₂— —O— K1 N145 S 6-0231 —(CH₂)₂— —O— K1 N146 S 6-0232 —(CH₂)₂— —O— K1 N147 S 6-0233 —(CH₂)₂— —O— K1 N132 O 6-0234 —(CH₂)₂— —O— K1 N133 O 6-0235 —(CH₂)₂— —O— K1 N134 O 6-0236 —(CH₂)₂— —O— K1 N135 O 6-0237 —(CH₂)₂— —O— K1 N136 O 6-0238 —(CH₂)₂— —O— K1 N137 O 6-0239 —(CH₂)₂— —O— K1 N138 O 6-0240 —(CH₂)₂— —O— K1 N139 O 6-0241 —(CH₂)₂— —O— K1 N140 O 6-0242 —(CH₂)₂— —O— K1 N141 O 6-0243 —(CH₂)₂— —O— K1 N142 O 6-0244 —(CH₂)₂— —O— K1 N143 O 6-0245 —(CH₂)₂— —O— K1 N144 O 6-0246 —(CH₂)₂— —O— K1 N145 O 6-0247 —(CH₂)₂— —O— K1 N146 O 6-0248 —(CH₂)₂— —O— K1 N147 O 6-0249 —(CH₂)₂— —O— K1 N148 S 6-0250 —(CH₂)₂— —O— K1 N149 S 6-0251 —(CH₂)₂— —O— K99 N149 S 6-0252 —(CH₂)₂— —O— K1 N150 S 6-0253 —(CH₂)₂— —O— K99 N150 S 6-0254 —(CH₂)₂— —O— K1 N151 S 6-0255 —(CH₂)₂— —O— K1 N152 S 6-0256 —(CH₂)₂— —O— K99 N152 S

TABLE 186 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0257 —(CH₂)₂— —O— K1 N153 O 6-0258 —(CH₂)₂— —O— K1 N153 S 6-0259 —(CH₂)₂— —O— K99 N153 S 6-0260 —(CH₂)₂— —O— K1 N154 O 6-0261 —(CH₂)₂— —O— K1 N154 S 6-0262 —(CH₂)₂— —O— K1 N155 S 6-0263 —(CH₂)₂— —O— K1 N156 S 6-0264 —(CH₂)₂— —O— K1 N157 S 6-0265 —(CH₂)₂— —O— K1 N158 S 6-0266 —(CH₂)₃— —O— K1 N4 O 6-0267 —(CH₂)₃— —O— K1 N4 S 6-0268 —(CH₂)₃— —O— K4 N4 S 6-0269 —(CH₂)₃— —O— K11 N4 S 6-0270 —(CH₂)₃— —O— K99 N4 S 6-0271 —(CH₂)₃— —O— K1 N9 O 6-0272 —(CH₂)₃— —O— K1 N9 S 6-0273 —(CH₂)₃— —O— K4 N9 S 6-0274 —(CH₂)₃— —O— K11 N9 S 6-0275 —(CH₂)₃— —O— K99 N9 S 6-0276 —(CH₂)₃— —O— K1 N11 O 6-0277 —(CH₂)₃— —O— K1 N11 S 6-0278 —(CH₂)₃— —O— K4 N11 S 6-0279 —(CH₂)₃— —O— K11 N11 S 6-0280 —(CH₂)₃— —O— K99 N11 S 6-0281 —(CH₂)₃— —O— K1 N16 O 6-0282 —(CH₂)₃— —O— K1 N16 S 6-0283 —(CH₂)₃— —O— K4 N16 S 6-0284 —(CH₂)₃— —O— K11 N16 S 6-0285 —(CH₂)₃— —O— K99 N16 S 6-0286 —(CH₂)₃— —O— K1 N24 O 6-0287 —(CH₂)₃— —O— K1 N24 S 6-0288 —(CH₂)₃— —O— K4 N24 S

TABLE 187 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0289 —(CH₂)₃— —O— K11 N24 S 6-0290 —(CH₂)₃— —O— K99 N24 S 6-0291 —(CH₂)₃— —O— K1 N53 O 6-0292 —(CH₂)₃— —O— K1 N53 S 6-0293 —(CH₂)₃— —O— K4 N53 S 6-0294 —(CH₂)₃— —O— K11 N53 S 6-0295 —(CH₂)₃— —O— K99 N53 S 6-0296 —(CH₂)₃— —O— K1 N65 O 6-0297 —(CH₂)₃— —O— K1 N65 S 6-0298 —(CH₂)₃— —O— K4 N65 S 6-0299 —(CH₂)₃— —O— K1 N69 S 6-0300 —(CH₂)₃— —O— K4 N69 S 6-0301 —(CH₂)₃— —O— K11 N69 S 6-0302 —(CH₂)₃— —O— K99 N69 S 6-0303 —(CH₂)₃— —O— K1 N70 S 6-0304 —(CH₂)₃— —O— K4 N70 S 6-0305 —(CH₂)₃— —O— K11 N70 S 6-0306 —(CH₂)₃— —O— K99 N70 S 6-0307 —(CH₂)₃— —O— K1 N76 S 6-0308 —(CH₂)₃— —O— K4 N76 S 6-0309 —(CH₂)₃— —O— K11 N76 S 6-0310 —(CH₂)₃— —O— K99 N76 S 6-0311 —(CH₂)₃— —O— K1 N77 S 6-0312 —(CH₂)₃— —O— K4 N77 S 6-0313 —(CH₂)₃— —O— K11 N77 S 6-0314 —(CH₂)₃— —O— K99 N77 S 6-0315 —(CH₂)₃— —O— K1 N100 S 6-0316 —(CH₂)₃— —O— K4 N100 S 6-0317 —(CH₂)₃— —O— K11 N100 S 6-0318 —(CH₂)₃— —O— K99 N100 S 6-0319 —(CH₂)₃— —O— K1 N115 O 6-0320 —(CH₂)₃— —O— K4 N115 S

TABLE 188 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0321 —(CH₂)₃— —O— K11 N115 S 6-0322 —(CH₂)₃— —O— K99 N115 S 6-0323 —(CH₂)₃— —O— K1 N116 O 6-0324 —(CH₂)₃— —O— K4 N116 S 6-0325 —(CH₂)₃— —O— K11 N116 S 6-0326 —(CH₂)₃— —O— K99 N116 S 6-0327 —(CH₂)₃— —O— K1 N122 S 6-0328 —(CH₂)₃— —O— K4 N122 S 6-0329 —(CH₂)₃— —O— K11 N122 S 6-0330 —(CH₂)₃— —O— K99 N122 S 6-0331 —(CH₂)₃— —O— K4 N123 S 6-0332 —(CH₂)₃— —O— K1 N128 S 6-0333 —(CH₂)₃— —O— K4 N128 S 6-0334 —(CH₂)₃— —O— K11 N128 S 6-0335 —(CH₂)₃— —O— K99 N128 S 6-0336 —(CH₂)₃— —O— K1 N129 S 6-0337 —(CH₂)₃— —O— K4 N129 S 6-0338 —(CH₂)₃— —O— K11 N129 S 6-0339 —(CH₂)₃— —O— K99 N129 S 6-0340 —(CH₂)₃— —O— K1 N130 S 6-0341 —(CH₂)₃— —O— K4 N130 S 6-0342 —(CH₂)₃— —O— K1 N135 S 6-0343 —(CH₂)₃— —O— K4 N135 S 6-0344 —(CH₂)₃— —O— K1 N139 S 6-0345 —(CH₂)₃— —O— K4 N139 S 6-0346 —(CH₂)₃— —O— K1 N140 S 6-0347 —(CH₂)₃— —O— K4 N140 S 6-0348 —(CH₂)₃— —O— K1 N141 S 6-0349 —(CH₂)₃— —O— K4 N141 S 6-0350 —(CH₂)₃— —O— K11 N141 S 6-0351 —(CH₂)₃— —O— K99 N141 S 6-0352 —(CH₂)₃— —O— K1 N142 S

TABLE 189 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0353 —(CH₂)₃— —O— K4 N142 S 6-0354 —(CH₂)₃— —O— K11 N142 S 6-0355 —(CH₂)₃— —O— K99 N142 S 6-0356 —(CH₂)₃— —O— K1 N143 S 6-0357 —(CH₂)₃— —O— K4 N143 S 6-0358 —(CH₂)₃— —O— K11 N143 S 6-0359 —(CH₂)₃— —O— K99 N143 S 6-0360 —(CH₂)₃— —O— K1 N144 S 6-0361 —(CH₂)₃— —O— K4 N144 S 6-0362 —(CH₂)₃— —O— K11 N144 S 6-0363 —(CH₂)₃— —O— K99 N144 S 6-0364 —(CH₂)₃— —O— K1 N145 S 6-0365 —(CH₂)₃— —O— K1 N146 S 6-0366 —(CH₂)₃— —O— K4 N146 S 6-0367 —(CH₂)₃— —O— K11 N146 S 6-0368 —(CH₂)₃— —O— K99 N146 S 6-0369 —(CH₂)₃— —O— K1 N147 S 6-0370 —(CH₂)₃— —O— K4 N147 S 6-0371 —(CH₂)₃— —O— K11 N147 S 6-0372 —(CH₂)₃— —O— K99 N147 S 6-0373 —(CH₂)₃— —O— K1 N148 S 6-0374 —(CH₂)₃— —O— K4 N148 S 6-0375 —(CH₂)₃— —O— K11 N148 S 6-0376 —(CH₂)₃— —O— K99 N148 S 6-0377 —(CH₂)₃— —O— K1 N149 S 6-0378 —(CH₂)₃— —O— K4 N149 S 6-0379 —(CH₂)₃— —O— K11 N149 S 6-0380 —(CH₂)₃— —O— K99 N149 S 6-0381 —(CH₂)₃— —O— K1 N150 S 6-0382 —(CH₂)₃— —O— K4 N150 S 6-0383 —(CH₂)₃— —O— K11 N150 S 6-0384 —(CH₂)₃— —O— K99 N150 S

TABLE 190 Com- pound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0385 —(CH₂)₃— —O— K1 N151 S 6-0386 —(CH₂)₃— —O— K4 N152 S 6-0387 —(CH₂)₃— —O— K11 N153 S 6-0388 —(CH₂)₃— —O— K99 N154 S 6-0389 —(CH₂)₃— —O— K1 N155 S 6-0390 —(CH₂)₃— —O— K4 N155 S 6-0391 —(CH₂)₃— —O— K11 N155 S 6-0392 —(CH₂)₃— —O— K99 N155 S 6-0393 —(CH₂)₃— —O— K1 N156 S 6-0394 —(CH₂)₃— —O— K4 N156 S 6-0395 —(CH₂)₃— —O— K11 N156 S 6-0396 —(CH₂)₃— —O— K1 N157 S 6-0397 —(CH₂)₃— —O— K1 N158 S 6-0398 —(CH₂)₂— —NH—C(═O)— K1 N3 S 6-0399 —(CH₂)₂— —NH—C(═O)— K1 N9 S 6-0400 —(CH₂)₂— —NH—C(═O)— K1 N69 S 6-0401 —(CH₂)₂— —NH—C(═O)— K1 N12 S 6-0402 —(CH₂)₂— —NH—C(═O)— K1 N115 S 6-0403 —(CH₂)₂— —NH—C(═O)— K1 N116 S 6-0404 —(CH₂)₂— —NH—C(═O)— K1 N128 S 6-0405 —(CH₂)₂— —NH—C(═O)— K1 N140 S 6-0406 —(CH₂)₂— —NH—C(═O)— K1 N150 S 6-0407 —(CH₂)₂— —NH—C(═O)— K1 N153 S 6-0408 —(CH₂)₂— —NH—C(═O)— K8 N3 S 6-0409 —(CH₂)₂— —NH—C(═O)— K8 N9 S 6-0410 —(CH₂)₂— —NH—C(═O)— K8 N69 S 6-0411 —(CH₂)₂— —NH—C(═O)— K8 N115 S 6-0412 —(CH₂)₂— —NH—C(═O)— K11 N3 S 6-0413 —(CH₂)₂— —NH—C(═O)— K11 N9 S 6-0414 —(CH₂)₂— —NH—C(═S)— K11 N9 S 6-0415 —(CH₂)₂— —NH—C(═O)— K11 N69 S 6-0416 —(CH₂)₂— —NH—C(═O)— K11 N115 S

TABLE 191 Com- pound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0417 —(CH₂)₂— —NH—C(═O)— K11 N116 S 6-0418 —(CH₂)₂— —NH—C(═O)— K11 N128 S 6-0419 —(CH₂)₂— —NH—C(═O)— K11 N140 S 6-0420 —(CH₂)₂— —NH—C(═O)— K11 N150 S 6-0421 —(CH₂)₂— —NH—C(═O)— K11 N153 S 6-0422 —(CH₂)₂— —NH—C(═O)— K13 N3 S 6-0423 —(CH₂)₂— —NH—C(═O)— K13 N9 S 6-0424 —(CH₂)₂— —NH—C(═O)— K13 N69 S 6-0425 —(CH₂)₂— —NH—C(═O)— K13 N115 S 6-0426 —(CH₂)₂— —NH—C(═O)— K14 N3 S 6-0427 —(CH₂)₂— —NH—C(═O)— K14 N9 S 6-0428 —(CH₂)₂— —NH—C(═O)— K14 N69 S 6-0429 —(CH₂)₂— —NH—C(═O)— K14 N115 S 6-0430 —(CH₂)₂— —NH—C(═O)— K14 N128 S 6-0431 —(CH₂)₂— —NH—C(═O)— K15 N3 S 6-0432 —(CH₂)₂— —NH—C(═O)— K15 N9 S 6-0433 —(CH₂)₂— —NH—C(═O)— K15 N115 S 6-0434 —(CH₂)₂— —NH—C(═O)— K16 N3 S 6-0435 —(CH₂)₂— —NH—C(═O)— K16 N9 S 6-0436 —(CH₂)₂— —NH—C(═O)— K16 N115 S 6-0437 —(CH₂)₂— —NH—C(═O)— K19 N3 S 6-0438 —(CH₂)₂— —NH—C(═O)— K19 N9 S 6-0439 —(CH₂)₂— —NH—C(═O)— K19 N115 S 6-0440 —(CH₂)₂— —NH—C(═O)— K23 N3 S 6-0441 —(CH₂)₂— —NH—C(═O)— K23 N9 S 6-0442 —(CH₂)₂— —NH—C(═O)— K23 N115 S 6-0443 —(CH₂)₂— —NH—C(═O)— K24 N3 S 6-0444 —(CH₂)₂— —NH—C(═O)— K24 N9 S 6-0445 —(CH₂)₂— —NH—C(═O)— K24 N115 S 6-0446 —(CH₂)₂— —NH—C(═O)— K34 N3 S 6-0447 —(CH₂)₂— —NH—C(═O)— K34 N9 S 6-0448 —(CH₂)₂— —NH—C(═O)— K34 N115 S

TABLE 192 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0449 —(CH₂)₂— —NH—C(═O)— K35 N3 S 6-0450 —(CH₂)₂— —NH—C(═O)— K35 N9 S 6-0451 —(CH₂)₂— —NH—C(═O)— K35 N115 S 6-0452 —(CH₂)₂— —NH—C(═O)— K37 N3 S 6-0453 —(CH₂)₂— —NH—C(═O)— K37 N9 S 6-0454 —(CH₂)₂— —NH—C(═O)— K37 N115 S 6-0455 —(CH₂)₂— —NH—C(═O)— K39 N3 S 6-0456 —(CH₂)₂— —NH—C(═O)— K39 N9 S 6-0457 —(CH₂)₂— —NH—C(═O)— K39 N115 S 6-0458 —(CH₂)₂— —NH—C(═O)— K46 N3 S 6-0459 —(CH₂)₂— —NH—C(═O)— K46 N9 S 6-0460 —(CH₂)₂— —NH—C(═O)— K46 N115 S 6-0461 —(CH₂)₂— —NH—C(═O)— K47 N3 S 6-0462 —(CH₂)₂— —NH—C(═O)— K47 N9 S 6-0463 —(CH₂)₂— —NH—C(═O)— K47 N115 S 6-0464 —(CH₂)₂— —NH—C(═O)— K50 N3 S 6-0465 —(CH₂)₂— —NH—C(═O)— K50 N9 S 6-0466 —(CH₂)₂— —NH—C(═O)— K50 N115 S 6-0467 —(CH₂)₂— —NH—C(═O)— K53 N3 S 6-0468 —(CH₂)₂— —NH—C(═O)— K53 N9 S 6-0469 —(CH₂)₂— —NH—C(═O)— K53 N115 S 6-0470 —(CH₂)₂— —NH—C(═O)— K54 N3 S 6-0471 —(CH₂)₂— —NH—C(═O)— K54 N9 S 6-0472 —(CH₂)₂— —NH—C(═O)— K54 N115 S 6-0473 —(CH₂)₂— —NH—C(═O)— K56 N3 S 6-0474 —(CH₂)₂— —NH—C(═O)— K56 N9 S 6-0475 —(CH₂)₂— —NH—C(═O)— K56 N115 S 6-0476 —(CH₂)₂— —NH—C(═O)— K50 N3 O 6-0477 —(CH₂)₂— —NH—C(═O)— K60 N9 S 6-0478 —(CH₂)₂— —NH—C(═O)— K60 N115 S 6-0479 —(CH₂)₂— —NH—C(═O)— K62 N3 S 6-0480 —(CH₂)₂— —NH—C(═O)— K62 N9 S

TABLE 193 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0481 —(CH₂)₂— —NH—C(═O)— K62 N115 S 6-0482 —(CH₂)₂— —NH—C(═O)— K63 N3 S 6-0483 —(CH₂)₂— —NH—C(═O)— K63 N9 S 6-0484 —(CH₂)₂— —NH—C(═O)— K63 N115 S 6-0485 —(CH₂)₂— —NH—C(═O)— K64 N3 S 6-0486 —(CH₂)₂— —NH—C(═O)— K64 N9 S 6-0487 —(CH₂)₂— —NH—C(═O)— K64 N115 S 6-0488 —(CH₂)₂— —NH—C(═O)— K75 N3 S 6-0489 —(CH₂)₂— —NH—C(═O)— K75 N9 S 6-0490 —(CH₂)₂— —NH—C(═O)— K75 N115 S 6-0491 —(CH₂)₂— —NH—C(═O)— K77 N3 S 6-0492 —(CH₂)₂— —NH—C(═O)— K77 N9 S 6-0493 —(CH₂)₂— —NH—C(═O)— K77 N115 S 6-0494 —(CH₂)₂— —NH—C(═O)— K99 N3 S 6-0495 —(CH₂)₂— —NH—C(═O)— K99 N9 S 6-0496 —(CH₂)₂— —NH—C(═O)— K99 N115 S 6-0497 —(CH₂)₂— —NH—C(═O)— K100 N3 S 6-0498 —(CH₂)₂— —NH—C(═O)— K100 N9 S 6-0499 —(CH₂)₂— —NH—C(═O)— K100 N115 S 6-0500 —(CH₂)₂— —NH—C(═O)— K102 N3 S 6-0501 —(CH₂)₂— —NH—C(═O)— K102 N9 S 6-0502 —(CH₂)₂— —NH—C(═O)— K102 N115 S 6-0503 —(CH₂)₂— —NH—C(═O)— K241 N3 S 6-0504 —(CH₂)₂— —NH—C(═O)— K241 N9 S 6-0505 —(CH₂)₂— —NH—C(═O)— K241 N115 S 6-0506 —(CH₂)₂— —NH—C(═O)— K242 N3 S 6-0507 —(CH₂)₂— —NH—C(═O)— K242 N9 S 6-0508 —(CH₂)₂— —NH—C(═O)— K242 N115 S 6-0509 —(CH₂)₂— —NH—C(═O)— K243 N3 S 6-0510 —(CH₂)₂— —NH—C(═O)— K243 N9 S 6-0511 —(CH₂)₂— —NH—C(═O)— K243 N115 S 6-0512 —(CH₂)₂— —NH—C(═O)— K244 N3 S

TABLE 194 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0513 —(CH₂)₂— —NH—C(═O)— K244 N9 S 6-0514 —(CH₂)₂— —NH—C(═O)— K244 N115 S 6-0515 —(CH₂)₂— —NH—C(═O)— K245 N3 S 6-0516 —(CH₂)₂— —NH—C(═O)— K245 N9 S 6-0517 —(CH₂)₂— —NH—C(═O)— K245 N115 S 6-0518 —(CH₂)₂— —NH—C(═O)— K246 N3 S 6-0519 —(CH₂)₂— —NH—C(═O)— K246 N9 S 6-0520 —(CH₂)₂— —NH—C(═O)— K246 N115 S 6-0521 —(CH₂)₂— —NH—C(═O)— K247 N3 S 6-0522 —(CH₂)₂— —NH—C(═O)— K247 N9 S 6-0523 —(CH₂)₂— —NH—C(═O)— K247 N115 S 6-0524 —(CH₂)₂— —NH—C(═O)— K248 N3 S 6-0525 —(CH₂)₂— —NH—C(═O)— K248 N9 S 6-0526 —(CH₂)₂— —NH—C(═O)— K248 N115 S 6-0527 —(CH₂)₂— —NH—C(═O)— K249 N115 S 6-0528 —(CH₂)₂— —NH—C(═O)— K253 N115 S 6-0529 —(CH₂)₂— —NH—C(═O)— K254 N115 S 6-0530 —(CH₂)₃— —NH—C(═O)— K1 N1 S 6-0531 —(CH₂)₃— —NH—C(═O)— K1 N3 S 6-0532 —(CH₂)₃— —NH—C(═O)— K1 N9 S 6-0533 —(CH₂)₃— —NH—C(═O)— K1 N69 S 6-0534 —(CH₂)₃— —NH—C(═O)— K1 N12 S 6-0535 —(CH₂)₃— —NH—C(═O)— K1 N115 S 6-0536 —(CH₂)₃— —NH—C(═O)— K1 N116 S 6-0537 —(CH₂)₃— —NH—C(═O)— K1 N128 S 6-0538 —(CH₂)₃— —NH—C(═O)— K1 N140 S 6-0539 —(CH₂)₃— —NH—C(═O)— K1 N150 S 6-0540 —(CH₂)₃— —NH—C(═O)— K1 N153 S 6-0541 —(CH₂)₃— —NH—C(═O)— K11 N1 S 6-0542 —(CH₂)₃— —NH—C(═O)— K11 N3 S 6-0543 —(CH₂)₃— —NH—C(═O)— K11 N9 S 6-0544 —(CH₂)₃— —NH—C(═O)— K11 N69 S

TABLE 195 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0545 —(CH₂)₃— —NH—C(═O)— K11 N12 S 6-0546 —(CH₂)₃— —NH—C(═O)— K11 N115 S 6-0547 —(CH₂)₃— —NH—C(═O)— K11 N116 S 6-0548 —(CH₂)₃— —NH—C(═O)— K11 N128 S 6-0549 —(CH₂)₃— —NH—C(═O)— K11 N140 S 6-0550 —(CH₂)₃— —NH—C(═O)— K11 N150 S 6-0551 —(CH₂)₃— —NH—C(═O)— K11 N153 S 6-0552 —(CH₂)₃— —NH—C(═O)— K35 N1 S 6-0553 —(CH₂)₃— —NH—C(═O)— K35 N3 S 6-0554 —(CH₂)₃— —NH—C(═O)— K35 N9 S 6-0555 —(CH₂)₃— —NH—C(═O)— K35 N69 S 6-0556 —(CH₂)₃— —NH—C(═O)— K35 N12 S 6-0557 —(CH₂)₃— —NH—C(═O)— K35 N115 S 6-0558 —(CH₂)₃— —NH—C(═O)— K35 N116 S 6-0559 —(CH₂)₃— —NH—C(═O)— K35 N128 S 6-0560 —(CH₂)₃— —NH—C(═O)— K35 N140 S 6-0561 —(CH₂)₃— —NH—C(═O)— K35 N150 S 6-0562 —(CH₂)₃— —NH—C(═O)— K35 N153 S 6-0563 —(CH₂)₃— —NH—C(═O)— K37 N1 S 6-0564 —(CH₂)₃— —NH—C(═O)— K37 N3 S 6-0565 —(CH₂)₃— —NH—C(═O)— K37 N9 S 6-0566 —(CH₂)₃— —NH—C(═O)— K37 N69 S 6-0567 —(CH₂)₃— —NH—C(═O)— K37 N12 S 6-0568 —(CH₂)₃— —NH—C(═O)— K37 N115 S 6-0569 —(CH₂)₃— —NH—C(═O)— K37 N116 S 6-0570 —(CH₂)₃— —NH—C(═O)— K37 N128 S 6-0571 —(CH₂)₃— —NH—C(═O)— K37 N140 S 6-0572 —(CH₂)₃— —NH—C(═O)— K37 N150 S 6-0573 —(CH₂)₃— —NH—C(═O)— K37 N153 S 6-0574 —(CH₂)₃— —NH—C(═O)— K50 N1 S 6-0575 —(CH₂)₃— —NH—C(═O)— K50 N3 S 6-0576 —(CH₂)₃— —NH—C(═O)— K50 N9 S

TABLE 196 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0577 —(CH₂)₃— —NH—C(═O)— K50 N69 S 6-0578 —(CH₂)₃— —NH—C(═O)— K50 N12 S 6-0579 —(CH₂)₃— —NH—C(═O)— K50 N115 S 6-0580 —(CH₂)₃— —NH—C(═O)— K50 N116 S 6-0581 —(CH₂)₃— —NH—C(═O)— K50 N128 S 6-0582 —(CH₂)₃— —NH—C(═O)— K50 N140 S 6-0583 —(CH₂)₃— —NH—C(═O)— K50 N150 S 6-0584 —(CH₂)₃— —NH—C(═O)— K50 N153 S 6-0585 —(CH₂)₃— —NH—C(═O)— K62 N1 S 6-0586 —(CH₂)₃— —NH—C(═O)— K62 N3 S 6-0587 —(CH₂)₃— —NH—C(═O)— K62 N9 S 6-0588 —(CH₂)₃— —NH—C(═O)— K62 N69 S 6-0589 —(CH₂)₃— —NH—C(═O)— K62 N12 S 6-0590 —(CH₂)₃— —NH—C(═O)— K62 N115 S 6-0591 —(CH₂)₃— —NH—C(═O)— K62 N116 S 6-0592 —(CH₂)₃— —NH—C(═O)— K62 N128 S 6-0593 —(CH₂)₃— —NH—C(═O)— K62 N140 S 6-0594 —(CH₂)₃— —NH—C(═O)— K62 N150 S 6-0595 —(CH₂)₃— —NH—C(═O)— K62 N153 S 6-0596 —(CH₂)₃— —NH—C(═O)— K72 N1 S 6-0597 —(CH₂)₃— —NH—C(═O)— K72 N3 S 6-0598 —(CH₂)₃— —NH—C(═O)— K72 N9 S 6-0599 —(CH₂)₃— —NH—C(═O)— K72 N69 S 6-0600 —(CH₂)₃— —NH—C(═O)— K72 N12 S 6-0601 —(CH₂)₃— —NH—C(═O)— K72 N115 S 6-0602 —(CH₂)₃— —NH—C(═O)— K72 N116 S 6-0603 —(CH₂)₃— —NH—C(═O)— K72 N128 S 6-0604 —(CH₂)₃— —NH—C(═O)— K72 N140 S 6-0605 —(CH₂)₃— —NH—C(═O)— K72 N150 S 6-0606 —(CH₂)₃— —NH—C(═O)— K72 N153 S 6-0607 —(CH₂)₃— —NH—C(═O)— K78 N1 S 6-0608 —(CH₂)₃— —NH—C(═O)— K78 N3 S

TABLE 197 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0609 —(CH₂)₃— —NH—C(═O)— K78 N9 S 6-0610 —(CH₂)₃— —NH—C(═O)— K78 N69 S 6-0611 —(CH₂)₃— —NH—C(═O)— K78 N12 S 6-0612 —(CH₂)₃— —NH—C(═O)— K78 N115 S 6-0613 —(CH₂)₃— —NH—C(═O)— K78 N116 S 6-0614 —(CH₂)₃— —NH—C(═O)— K78 N128 S 6-0615 —(CH₂)₃— —NH—C(═O)— K78 N140 S 6-0616 —(CH₂)₃— —NH—C(═O)— K78 N150 S 6-0617 —(CH₂)₃— —NH—C(═O)— K78 N153 S 6-0618 —(CH₂)₃— —NH—C(═O)— K99 N1 S 6-0619 —(CH₂)₃— —NH—C(═O)— K99 N3 S 6-0620 —(CH₂)₃— —NH—C(═O)— K99 N9 S 6-0621 —(CH₂)₃— —NH—C(═O)— K99 N69 S 6-0622 —(CH₂)₃— —NH—C(═O)— K99 N12 S 6-0623 —(CH₂)₃— —NH—C(═O)— K99 N115 S 6-0624 —(CH₂)₃— —NH—C(═O)— K99 N116 S 6-0625 —(CH₂)₃— —NH—C(═O)— K99 N128 S 6-0626 —(CH₂)₃— —NH—C(═O)— K99 N140 S 6-0627 —(CH₂)₃— —NH—C(═O)— K99 N150 S 6-0628 —(CH₂)₃— —NH—C(═O)— K99 N153 S 6-0629 —(CH₂)₃— —NH—C(═O)— K241 N1 S 6-0630 —(CH₂)₃— —NH—C(═O)— K241 N3 S 6-0631 —(CH₂)₃— —NH—C(═O)— K241 N9 S 6-0632 —(CH₂)₃— —NH—C(═O)— K241 N69 S 6-0633 —(CH₂)₃— —NH—C(═O)— K241 N12 S 6-0634 —(CH₂)₃— —NH—C(═O)— K241 N115 S 6-0635 —(CH₂)₃— —NH—C(═O)— K241 N116 S 6-0636 —(CH₂)₃— —NH—C(═O)— K241 N128 S 6-0637 —(CH₂)₃— —NH—C(═O)— K241 N140 S 6-0638 —(CH₂)₃— —NH—C(═O)— K241 N150 S 6-0639 —(CH₂)₃— —NH—C(═O)— K241 N153 S 6-0640 —(CH₂)₃— —NH—C(═O)— K242 N1 S

TABLE 198 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0641 —(CH₂)₃— —NH—C(═O)— K242 N3 S 6-0642 —(CH₂)₃— —NH—C(═O)— K242 N9 S 6-0643 —(CH₂)₃— —NH—C(═O)— K242 N69 S 6-0644 —(CH₂)₃— —NH—C(═O)— K242 N12 S 6-0645 —(CH₂)₃— —NH—C(═O)— K242 N115 S 6-0646 —(CH₂)₃— —NH—C(═O)— K242 N116 S 6-0647 —(CH₂)₃— —NH—C(═O)— K242 N128 S 6-0648 —(CH₂)₃— —NH—C(═O)— K242 N140 S 6-0649 —(CH₂)₃— —NH—C(═O)— K242 N150 S 6-0650 —(CH₂)₃— —NH—C(═O)— K242 N153 S 6-0651 —(CH₂)₃— —NH—C(═O)— K245 N1 S 6-0652 —(CH₂)₃— —NH—C(═O)— K245 N3 S 6-0653 —(CH₂)₃— —NH—C(═O)— K245 N9 S 6-0654 —(CH₂)₃— —NH—C(═O)— K245 N69 S 6-0655 —(CH₂)₃— —NH—C(═O)— K245 N12 S 6-0656 —(CH₂)₃— —NH—C(═O)— K245 N115 S 6-0657 —(CH₂)₃— —NH—C(═O)— K245 N116 S 6-0658 —(CH₂)₃— —NH—C(═O)— K245 N128 S 6-0659 —(CH₂)₃— —NH—C(═O)— K245 N140 S 6-0660 —(CH₂)₃— —NH—C(═O)— K245 N150 S 6-0661 —(CH₂)₃— —NH—C(═O)— K245 N153 S 6-0662 —(CH₂)₃— —NH—C(═O)— K246 N1 S 6-0663 —(CH₂)₃— —NH—C(═O)— K246 N3 S 6-0664 —(CH₂)₃— —NH—C(═O)— K246 N9 S 6-0665 —(CH₂)₃— —NH—C(═O)— K246 N69 S 6-0666 —(CH₂)₃— —NH—C(═O)— K246 N12 S 6-0667 —(CH₂)₃— —NH—C(═O)— K246 N115 S 6-0668 —(CH₂)₃— —NH—C(═O)— K246 N116 S 6-0669 —(CH₂)₃— —NH—C(═O)— K246 N128 S 6-0670 —(CH₂)₃— —NH—C(═O)— K246 N140 S 6-0671 —(CH₂)₃— —NH—C(═O)— K246 N150 S 6-0672 —(CH₂)₃— —NH—C(═O)— K246 N153 S

TABLE 199 Com- pound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 6-0673 —(CH₂)₃— —NH—C(═O)— K248 N1 S 6-0674 —(CH₂)₃— —NH—C(═O)— K248 N3 S 6-0675 —(CH₂)₃— —NH—C(═O)— K248 N9 S 6-0676 —(CH₂)₃— —NH—C(═O)— K248 N69 S 6-0677 —(CH₂)₃— —NH—C(═O)— K248 N12 S 6-0678 —(CH₂)₃— —NH—C(═O)— K248 N115 S 6-0679 —(CH₂)₃— —NH—C(═O)— K248 N116 S 6-0680 —(CH₂)₃— —NH—C(═O)— K248 N128 S 6-0681 —(CH₂)₃— —NH—C(═O)— K248 N140 S 6-0682 —(CH₂)₃— —NH—C(═O)— K248 N150 S 6-0683 —(CH₂)₃— —NH—C(═O)— K248 N153 S 6-0684 —(CH₂)₃— —NH—C(═O)— K250 N1 S 6-0685 —(CH₂)₃— —NH—C(═O)— K250 N3 S 6-0686 —(CH₂)₃— —NH—C(═O)— K250 N9 S 6-0687 —(CH₂)₃— —NH—C(═O)— K250 N69 S 6-0688 —(CH₂)₃— —NH—C(═O)— K250 N12 S 6-0689 —(CH₂)₃— —NH—C(═O)— K250 N115 S 6-0690 —(CH₂)₃— —NH—C(═O)— K250 N116 S 6-0691 —(CH₂)₃— —NH—C(═O)— K250 N128 S 6-0692 —(CH₂)₃— —NH—C(═O)— K250 N140 S 6-0693 —(CH₂)₃— —NH—C(═S)— K250 N150 S 6-0694 —(CH₂)₃— —NH—C(═S)— K250 N153 S 6-0695 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N1 S 6-0696 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N3 S 6-0697 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N9 S 6-0698 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N69 S 6-0699 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N12 S 6-0700 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N115 S 6-0701 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N116 S 6-0702 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N128 S 6-0703 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N140 S 6-0704 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N150 S

TABLE 200 Com- pound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 6-0705 —(CH₂)₂— —C(═O)—N(CH₂CH₃)— K2 N153 S 6-0706 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N1 S 6-0707 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N3 S 6-0708 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N9 S 6-0709 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N69 S 6-0710 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N12 S 6-0711 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N115 S 6-0712 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N116 S 6-0713 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N128 S 6-0714 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N140 S 6-0715 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N150 S 6-0716 —(CH₂)₂— —C(═O)—N(CH₃)— K1 N153 S 6-0717 —(CH₂)₂— —C(═O)—N(CH₃)— K132 N1 S 6-0718 —(CH₂)₂— —C(═O)—NH— K8 N3 S 6-0719 —(CH₂)₂— —C(═O)—NH— K8 N9 S 6-0720 —(CH₂)₂— —C(═O)—NH— K8 N69 S 6-0721 —(CH₂)₂— —C(═O)—NH— K8 N12 S 6-0722 —(CH₂)₂— —C(═O)—NH— K8 N115 S 6-0723 —(CH₂)₂— —C(═O)—NH— K8 N116 S 6-0724 —(CH₂)₂— —C(═O)—NH— K8 N128 S 6-0725 —(CH₂)₂— —C(═O)—NH— K8 N140 S 6-0726 —(CH₂)₂— —C(═O)—NH— K8 N150 S 6-0727 —(CH₂)₂— —C(═O)—NH— K8 N153 S 6-0728 —(CH₂)₂— —NH—C(═O)—NH— K11 N1 S 6-0729 —(CH₂)₂— —NH—C(═O)—NH— K11 N3 S 6-0730 —(CH₂)₂— —NH—C(═O)—NH— K11 N9 S 6-0731 —(CH₂)₂— —NH—C(═O)—NH— K11 N69 S 6-0732 —(CH₂)₂— —NH—C(═O)—NH— K11 N12 S 6-0733 —(CH₂)₂— —NH—C(═O)—NH— K11 N115 S 6-0734 —(CH₂)₂— —NH—C(═O)—NH— K11 N116 S 6-0735 —(CH₂)₂— —NH—C(═O)—NH— K11 N128 S 6-0736 —(CH₂)₂— —NH—C(═O)—NH— K11 N140 S

TABLE 201 Com- pound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0737 —(CH₂)₂— —NH—C(═O)—NH— K11 N150 S 6-0738 —(CH₂)₂— —NH—C(═O)—NH— K11 N153 S 6-0739 —(CH₂)₂— —C(═O)—NH— K62 N1 S 6-0740 —(CH₂)₂— —C(═O)—NH— K62 N3 S 6-0741 —(CH₂)₂— —C(═O)—NH— K62 N9 S 6-0742 —(CH₂)₂— —C(═O)—NH— K62 N69 S 6-0743 —(CH₂)₂— —C(═O)—NH— K62 N12 S 6-0744 —(CH₂)₂— —C(═O)—NH— K62 N115 S 6-0745 —(CH₂)₂— —C(═O)—NH— K62 N116 S 6-0746 —(CH₂)₂— —C(═O)—NH— K62 N128 S 6-0747 —(CH₂)₂— —C(═O)—NH— K62 N140 S 6-0748 —(CH₂)₂— —C(═O)—NH— K62 N150 S 6-0749 —(CH₂)₂— —C(═O)—NH— K62 N153 S 6-0750 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N1 S 6-0751 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N3 S 6-0752 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N9 S 6-0753 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N69 S 6-0754 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N12 S 6-0755 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N115 S 6-0756 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N116 S 6-0757 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N128 S 6-0758 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N140 S 6-0759 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N150 S 6-0760 —(CH₂)₂— —C(═O)—N(CH₃)— K99 N153 S 6-0761 —(CH₂)₂— —C(═O)— K315 N1 S 6-0762 —(CH₂)₂— —C(═O)— K315 N3 S 6-0763 —(CH₂)₂— —C(═O)— K315 N9 S 6-0764 —(CH₂)₂— —C(═O)— K315 N69 S 6-0765 —(CH₂)₂— —C(═O)— K315 N12 S 6-0766 —(CH₂)₂— —C(═O)— K315 N115 S 6-0767 —(CH₂)₂— —C(═O)— K315 N116 S 6-0768 —(CH₂)₂— —C(═O)— K315 N128 S

TABLE 202 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0769 —(CH₂)₂— —C(═O)— K315 N140 S 6-0770 —(CH₂)₂— —C(═O)— K315 N150 S 6-0771 —(CH₂)₂— —C(═O)— K315 N153 S 6-0772 —(CH₂)₂— —C(═O)— K332 N1 S 6-0773 —(CH₂)₂— —C(═O)— K332 N3 S 6-0774 —(CH₂)₂— —C(═O)— K332 N9 S 6-0775 —(CH₂)₂— —C(═O)— K332 N69 S 6-0776 —(CH₂)₂— —C(═O)— K332 N12 S 6-0777 —(CH₂)₂— —C(═O)— K332 N115 S 6-0778 —(CH₂)₂— —C(═O)— K332 N116 S 6-0779 —(CH₂)₂— —C(═O)— K332 N128 S 6-0780 —(CH₂)₂— —C(═O)— K332 N140 S 6-0781 —(CH₂)₂— —C(═O)— K332 N150 S 6-0782 —(CH₂)₂— —C(═O)— K332 N153 S 6-0783 —(CH₂)₂— —C(═O)— K336 N1 S 6-0784 —(CH₂)₂— —C(═O)— K336 N3 S 6-0785 —(CH₂)₂— —C(═O)— K336 N9 S 6-0786 —(CH₂)₂— —C(═O)— K336 N69 S 6-0787 —(CH₂)₂— —C(═O)— K336 N12 S 6-0788 —(CH₂)₂— —C(═O)— K336 N115 S 6-0789 —(CH₂)₂— —C(═O)— K336 N116 S 6-0790 —(CH₂)₂— —C(═O)— K336 N128 S 6-0791 —(CH₂)₂— —C(═O)— K336 N140 S 6-0792 —(CH₂)₂— —C(═O)— K336 N150 S 6-0793 —(CH₂)₂— —C(═O)— K336 N153 S 6-0794 —(CH₂)₂— —C(═O)— K337 N1 S 6-0795 —(CH₂)₂— —C(═O)— K337 N3 S 6-0796 —(CH₂)₂— —C(═O)— K337 N9 S 6-0797 —(CH₂)₂— —C(═O)— K337 N69 S 6-0798 —(CH₂)₂— —C(═O)— K337 N12 S 6-0799 —(CH₂)₂— —C(═O)— K337 N115 S 6-0800 —(CH₂)₂— —C(═O)— K337 N116 S

TABLE 203 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0801 —(CH₂)₂— —C(═O)— K337 N128 S 6-0802 —(CH₂)₂— —C(═O)— K337 N140 S 6-0803 —(CH₂)₂— —C(═O)— K337 N150 S 6-0804 —(CH₂)₂— —C(═O)— K337 N153 S 6-0805 —(CH₂)₂— —C(═O)— K338 N1 S 6-0806 —(CH₂)₂— —C(═O)— K338 N3 S 6-0807 —(CH₂)₂— —C(═O)— K338 N9 S 6-0808 —(CH₂)₂— —C(═O)— K338 N69 S 6-0809 —(CH₂)₂— —C(═O)— K338 N12 S 6-0810 —(CH₂)₂— —C(═O)— K338 N115 S 6-0811 —(CH₂)₂— —C(═O)— K338 N116 S 6-0812 —(CH₂)₂— —C(═O)— K338 N128 S 6-0813 —(CH₂)₂— —C(═O)— K338 N140 S 6-0814 —(CH₂)₂— —C(═O)— K338 N150 S 6-0815 —(CH₂)₂— —C(═O)— K338 N153 S 6-0816 —(CH₂)₂— —C(═O)— K377 N1 S 6-0817 —(CH₂)₂— —C(═O)— K377 N3 S 6-0818 —(CH₂)₂— —C(═O)— K377 N9 S 6-0819 —(CH₂)₂— —C(═O)— K377 N69 S 6-0820 —(CH₂)₂— —C(═O)— K377 N12 S 6-0821 —(CH₂)₂— —C(═O)— K377 N115 S 6-0822 —(CH₂)₂— —C(═O)— K377 N116 S 6-0823 —(CH₂)₂— —C(═O)— K377 N128 S 6-0824 —(CH₂)₂— —C(═O)— K377 N140 S 6-0825 —(CH₂)₂— —C(═O)— K377 N150 S 6-0826 —(CH₂)₂— —C(═O)— K377 N153 S 6-0827 —(CH₂)₂— —C(═O)— K378 N1 S 6-0828 —(CH₂)₂— —C(═O)— K378 N3 S 6-0829 —(CH₂)₂— —C(═O)— K378 N9 S 6-0830 —(CH₂)₂— —C(═O)— K378 N69 S 6-0831 —(CH₂)₂— —C(═O)— K378 N12 S 6-0832 —(CH₂)₂— —C(═O)— K378 N115 S

TABLE 204 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0833 —(CH₂)₂— —C(═O)— K378 N116 S 6-0834 —(CH₂)₂— —C(═O)— K378 N128 S 6-0835 —(CH₂)₂— —C(═O)— K378 N140 S 6-0836 —(CH₂)₂— —C(═O)— K378 N150 S 6-0837 —(CH₂)₂— —C(═O)— K378 N153 S 6-0838 —(CH₂)₂— —C(═O)— K381 N1 S 6-0839 —(CH₂)₂— —C(═O)— K381 N3 S 6-0840 —(CH₂)₂— —C(═O)— K381 N9 S 6-0841 —(CH₂)₂— —C(═O)— K381 N69 S 6-0842 —(CH₂)₂— —C(═O)— K381 N12 S 6-0843 —(CH₂)₂— —C(═O)— K381 N115 S 6-0844 —(CH₂)₂— —C(═O)— K381 N116 S 6-0845 —(CH₂)₂— —C(═O)— K381 N128 S 6-0846 —(CH₂)₂— —C(═O)— K381 N140 S 6-0847 —(CH₂)₂— —C(═O)— K381 N150 S 6-0848 —(CH₂)₂— —C(═O)— K381 N153 S 6-0849 —(CH₂)₂— —C(═O)— K382 N1 S 6-0850 —(CH₂)₂— —C(═O)— K382 N3 S 6-0851 —(CH₂)₂— —C(═O)— K382 N9 S 6-0852 —(CH₂)₂— —C(═O)— K382 N69 S 6-0853 —(CH₂)₂— —C(═O)— K382 N12 S 6-0854 —(CH₂)₂— —C(═O)— K382 N115 S 6-0855 —(CH₂)₂— —C(═O)— K382 N116 S 6-0856 —(CH₂)₂— —C(═O)— K382 N128 S 6-0857 —(CH₂)₂— —C(═O)— K382 N140 S 6-0858 —(CH₂)₂— —C(═O)— K382 N150 S 6-0859 —(CH₂)₂— —C(═O)— K382 N153 S 6-0860 —(CH₂)₂— —C(═O)— K384 N1 S 6-0861 —(CH₂)₂— —C(═O)— K384 N3 S 6-0862 —(CH₂)₂— —C(═O)— K384 N9 S 6-0863 —(CH₂)₂— —C(═O)— K384 N69 S 6-0864 —(CH₂)₂— —C(═O)— K384 N12 S

TABLE 205 Com- pound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 6-0865 —(CH₂)₂— —C(═O)— K384 N115 S 6-0866 —(CH₂)₂— —C(═O)— K384 N116 S 6-0867 —(CH₂)₂— —C(═O)— K384 N128 S 6-0868 —(CH₂)₂— —C(═O)— K384 N140 S 6-0869 —(CH₂)₂— —C(═O)— K384 N150 S 6-0870 —(CH₂)₂— —C(═O)— K384 N153 S 6-0871 —(CH₂)₂— —C(═O)— K396 N1 S 6-0872 —(CH₂)₂— —C(═O)— K396 N3 S 6-0873 —(CH₂)₂— —C(═O)— K396 N9 S 6-0874 —(CH₂)₂— —C(═O)— K396 N69 S 6-0875 —(CH₂)₂— —C(═O)— K396 N12 S 6-0876 —(CH₂)₂— —C(═O)— K396 N115 S 6-0877 —(CH₂)₂— —C(═O)— K396 N116 S 6-0878 —(CH₂)₂— —C(═O)— K396 N128 S 6-0879 —(CH₂)₂— —C(═O)— K396 N140 S 6-0880 —(CH₂)₂— —C(═O)— K396 N150 S 6-0881 —(CH₂)₂— —C(═O)— K396 N153 S 6-0882 —(CH₂)₂— —C(═O)— K419 N1 S 6-0883 —(CH₂)₂— —C(═O)— K419 N3 S 6-0884 —(CH₂)₂— —C(═O)— K419 N9 S 6-0885 —(CH₂)₂— —C(═O)— K419 N69 S 6-0886 —(CH₂)₂— —C(═O)— K419 N12 S 6-0887 —(CH₂)₂— —C(═O)— K419 N115 S 6-0888 —(CH₂)₂— —C(═O)— K419 N116 S 6-0889 —(CH₂)₂— —C(═O)— K419 N128 S 6-0890 —(CH₂)₂— —C(═O)— K419 N140 S 6-0891 —(CH₂)₂— —C(═O)— K419 N150 S 6-0892 —(CH₂)₂— —C(═O)— K419 N153 S 6-0893 —(CH₂)₃— —C(═O)—N(CH₂CH₃)— K2 N3 S 6-0894 —(CH₂)₃— —C(═O)—N(CH₂CH₃)— K2 N9 S 6-0895 —(CH₂)₃— —C(═O)—N(CH₂CH₃)— K2 N115 S 6-0896 —(CH₂)₃— —C(═O)—N(CH₂CH₃)— K2 N128 S

TABLE 206 Com- pound -G¹-A³- -A⁵- No. -A¹- -A²- A⁴-G² R² X 6-0897 —(CH₂)₃— —C(═O)—N(CH₂CH₃)— K2 N140 S 6-0898 —(CH₂)₃— —C(═O)—N(CH₂CH₃)— K2 N144 S 6-0899 —(CH₂)₃— —C(═O)—N(CH₃)— K1 N3 S 6-0900 —(CH₂)₃— —C(═O)—N(CH₃)— K1 N9 S 6-0901 —(CH₂)₃— —C(═O)—N(CH₃)— K1 N115 S 6-0902 —(CH₂)₃— —C(═O)—N(CH₃)— K1 N128 S 6-0903 —(CH₂)₃— —C(═O)—N(CH₃)— K1 N140 S 6-0904 —(CH₂)₃— —C(═O)—N(CH₃)— K1 N144 S 6-0905 —(CH₂)₃— —C(═O)—NH— K8 N3 S 6-0906 —(CH₂)₃— —C(═O)—NH— K8 N9 S 6-0907 —(CH₂)₃— —C(═O)—NH— K8 N115 S 6-0908 —(CH₂)₃— —C(═O)—NH— K8 N128 S 6-0909 —(CH₂)₃— —C(═O)—NH— K8 N140 S 6-0910 —(CH₂)₃— —C(═O)—NH— K8 N144 S 6-0911 —(CH₂)₃— —NH—C(═O)—NH— K11 N3 S 6-0912 —(CH₂)₃— —NH—C(═O)—NH— K11 N9 S 6-0913 —(CH₂)₃— —NH—C(═O)—NH— K11 N115 S 6-0914 —(CH₂)₃— —NH—C(═O)—NH— K11 N128 S 6-0915 —(CH₂)₃— —NH—C(═O)—NH— K11 N140 S 6-0916 —(CH₂)₃— —NH—C(═O)—NH— K11 N144 S 6-0917 —(CH₂)₃— —C(═O)—NH— K62 N3 S 6-0918 —(CH₂)₃— —C(═O)—NH— K62 N9 S 6-0919 —(CH₂)₃— —C(═O)—NH— K62 N115 S 6-0920 —(CH₂)₃— —C(═O)—NH— K62 N128 S 6-0921 —(CH₂)₃— —C(═O)—NH— K62 N140 S 6-0922 —(CH₂)₃— —C(═O)—NH— K62 N144 S 6-0923 —(CH₂)₃— —C(═O)—N(CH₃)— K99 N3 S 6-0924 —(CH₂)₃— —C(═O)—N(CH₃)— K99 N9 S 6-0925 —(CH₂)₃— —C(═O)—N(CH₃)— K99 N115 S 6-0926 —(CH₂)₃— —C(═O)— K315 N3 S 6-0927 —(CH₂)₃— —C(═O)— K315 N9 S 6-0928 —(CH₂)₃— —C(═O)— K315 N115 S

TABLE 207 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0929 —(CH₂)₃— —C(═O)— K315 N128 S 6-0930 —(CH₂)₃— —C(═O)— K315 N140 S 6-0931 —(CH₂)₃— —C(═O)— K315 N144 S 6-0932 —(CH₂)₃— —C(═O)— K316 N3 S 6-0933 —(CH₂)₃— —C(═O)— K316 N9 S 6-0934 —(CH₂)₃— —C(═O)— K316 N115 S 6-0935 —(CH₂)₃— —C(═O)— K316 N128 S 6-0936 —(CH₂)₃— —C(═O)— K316 N140 S 6-0937 —(CH₂)₃— —C(═O)— K316 N144 S 6-0938 —(CH₂)₃— —C(═O)— K318 N3 S 6-0939 —(CH₂)₃— —C(═O)— K318 N9 S 6-0940 —(CH₂)₃— —C(═O)— K318 N115 S 6-0941 —(CH₂)₃— —C(═O)— K318 N128 S 6-0942 —(CH₂)₃— —C(═O)— K319 N3 S 6-0943 —(CH₂)₃— —C(═O)— K319 N9 S 6-0944 —(CH₂)₃— —C(═O)— K319 N115 S 6-0945 —(CH₂)₃— —C(═O)— K319 N128 S 6-0946 —(CH₂)₃— —C(═O)— K332 N3 S 6-0947 —(CH₂)₃— —C(═O)— K332 N9 S 6-0948 —(CH₂)₃— —C(═O)— K332 N115 S 6-0949 —(CH₂)₃— —C(═O)— K332 N128 S 6-0950 —(CH₂)₃— —C(═O)— K336 N3 S 6-0951 —(CH₂)₃— —C(═O)— K336 N9 S 6-0952 —(CH₂)₃— —C(═O)— K336 N115 S 6-0953 —(CH₂)₃— —C(═O)— K336 N128 S 6-0954 —(CH₂)₃— —C(═O)— K337 N1 S 6-0955 —(CH₂)₃— —C(═O)— K337 N3 S 6-0956 —(CH₂)₃— —C(═O)— K337 N9 S 6-0957 —(CH₂)₃— —C(═O)— K337 N115 S 6-0958 —(CH₂)₃— —C(═O)— K337 N128 S 6-0959 —(CH₂)₂— —C(═O)— K1 N128 S 6-0960 —(CH₂)₂— —C(═O)— K2 N128 S

TABLE 208 Com- pound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0961 —(CH₂)₂— —C(═O)— K8 N128 S 6-0962 —(CH₂)₂— —C(═O)— K11 N128 S 6-0963 —(CH₂)₂— —C(═O)— K99 N128 S 6-0964 —(CH₂)₂— —C(═O)— K206 N128 S 6-0965 —(CH₂)₂— —C(═O)—O— K1 N128 S 6-0966 —(CH₂)₂— —C(═O)—O— K11 N128 S 6-0967 —(CH₂)₂— —C(═O)—O— K99 N128 S 6-0968 —(CH₂)₂— —NH—C(═O)—O— K99 N115 S 6-0969 —(CH₂)₂— —NH—C(═O)—O— K5 N115 O 6-0970 —(CH₂)₂— —NH—C(═O)—O— K5 N115 S 6-0971 —(CH₂)₂— —NH—C(═O)—NH— K1 N115 S 6-0972 —(CH₂)₂— —NH—C(═O)—NH— K4 N115 S 6-0973 —(CH₂)₂— —NH—C(═O)—NH— K8 N115 S 6-0974 —(CH₂)₂— —NH—C(═O)—NH— K11 N115 O 6-0975 —(CH₂)₂— —NH—C(═O)—NH— K14 N115 S 6-0976 —(CH₂)₂— —NH—C(═O)—NH— K32 N115 S 6-0977 —(CH₂)₂— —NH—C(═O)—NH— K4 N115 O 6-0978 —(CH₂)₂— —NH—C(═S)—NH— K11 N115 S 6-0979 —(CH₂)₂— —NH—S(═O)₂— K1 N115 S 6-0980 —(CH₂)₂— —NH—S(═O)₂— K11 N115 S 6-0981 —(CH₂)₂— —NH—S(═O)₂— K99 N115 S 6-0982 —(CH₂)₂— —NH— K1 N115 S 6-0983 —(CH₂)₂— —NH— K2 N115 S 6-0984 —(CH₂)₂— —NH— K3 N115 S 6-0985 —(CH₂)₂— —NH— K99 N115 S 6-0986 —(CH₂)₂— —NH— K100 N115 S 6-0987 —(CH₂)₂— —NH— K101 N115 S 6-0988 —(CH₂)₂— —NH— K102 N115 S 6-0989 —(CH₂)₂— —NH— K103 N115 S 6-0990 —(CH₂)₂— —NH— K105 N115 S 6-0991 —(CH₂)₂— —NH— K106 N115 S 6-0992 —(CH₂)₃— —C(═O)— K1 N128 S

TABLE 209 Com- pound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-0993 —(CH₂)₃— —C(═O)— K2 N128 S 6-0994 —(CH₂)₃— —C(═O)— K8 N128 S 6-0995 —(CH₂)₃— —C(═O)— K11 N128 S 6-0996 —(CH₂)₃— —C(═O)— K99 N128 S 6-0997 —(CH₂)₃— —C(═O)— K206 N128 S 6-0998 —(CH₂)₃— —C(═O)—O— K1 N128 S 6-0999 —(CH₂)₃— —C(═O)—O— K11 N128 S 6-1000 —(CH₂)₃— —C(═O)—O— K99 N128 S 6-1001 —(CH₂)₃— —NH—C(═O)—O— K99 N115 S 6-1002 —(CH₂)₃— —NH—C(═O)—O— K5 N115 O 6-1003 —(CH₂)₃— —NH—C(═O)—O— K5 N115 S 6-1004 —(CH₂)₃— —NH—C(═O)—NH— K1 N115 S 6-1005 —(CH₂)₃— —NH—C(═O)—NH— K4 N115 S 6-1006 —(CH₂)₃— —NH—C(═O)—NH— K8 N115 S 6-1007 —(CH₂)₃— —NH—C(═O)—NH— K11 N115 O 6-1008 —(CH₂)₃— —NH—C(═O)—NH— K14 N115 S 6-1009 —(CH₂)₃— —NH—C(═O)—NH— K32 N115 S 6-1010 —(CH₂)₃— —NH—C(═O)—NH— K4 N115 O 6-1011 —(CH₂)₃— —NH—C(═S)—NH— K11 N115 S 6-1012 —(CH₂)₃— —NH—S(═O)₂— K1 N115 S 6-1013 —(CH₂)₃— —NH—S(═O)₂— K11 N115 S 6-1014 —(CH₂)₃— —NH—S(═O)₂— K99 N115 S 6-1015 —(CH₂)₃— —NH— K1 N115 S 6-1016 —(CH₂)₃— —NH— K2 N115 S 6-1017 —(CH₂)₃— —NH— K3 N115 S 6-1018 —(CH₂)₃— —NH— K99 N115 S 6-1019 —(CH₂)₃— —NH— K100 N115 S 6-1020 —(CH₂)₃— —NH— K101 N115 S 6-1021 —(CH₂)₃— —NH— K102 N115 S 6-1022 —(CH₂)₃— —NH— K103 N115 S 6-1023 —(CH₂)₃— —NH— K105 N115 S 6-1024 —(CH₂)₃— —NH— K106 N115 S

TABLE 210 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-1025 —(CH₂)₂— —NH—C(═O)— K283 N4 S 6-1026 —(CH₂)₂— —NH—C(═O)— K283 N9 S 6-1027 —(CH₂)₂— —NH—C(═O)— K283 N10 S 6-1028 —(CH₂)₂— —NH—C(═O)— K283 N41 S 6-1029 —(CH₂)₂— —NH—C(═O)— K283 N69 S 6-1030 —(CH₂)₂— —NH—C(═O)— K283 N81 S 6-1031 —(CH₂)₂— —NH—C(═O)— K283 N115 S 6-1032 —(CH₂)₂— —NH—C(═O)— K283 N109 S 6-1033 —(CH₂)₂— —NH—C(═O)— K283 N116 S 6-1034 —(CH₂)₂— —NH—C(═O)— K83 N128 S 6-1035 —(CH₂)₂— —NH—C(═O)— K283 N144 S 6-1036 —(CH₂)₂— —NH—C(═O)— K242 N4 S 6-1037 —(CH₂)₂— —NH—C(═O)— K243 N9 O 6-1038 —(CH₂)₂— —NH—C(═O)— K244 N10 S 6-1039 —(CH₂)₂— —NH—C(═O)— K245 N41 S 6-1040 —(CH₂)₂— —NH—C(═O)— K246 N69 S 6-1041 —(CH₂)₂— —NH—C(═O)— K247 N81 S 6-1042 —(CH₂)₂— —NH—C(═O)— K248 N84 S 6-1043 —(CH₂)₂— —NH—C(═O)— K249 N109 S 6-1044 —(CH₂)₂— —NH—C(═O)— K250 N116 S 6-1045 —(CH₂)₂— —NH—C(═O)— K251 N128 S 6-1046 —(CH₂)₂— —NH—C(═O)— K292 N144 S 6-1047 —(CH₂)₂— —NH—C(═O)— K295 N4 S 6-1048 —(CH₂)₂— —NH—C(═O)— K300 N9 S 6-1049 —(CH₂)₂— —NH—C(═O)— K301 N10 S 6-1050 —(CH₂)₂— —NH—C(═O)— K305 N41 S 6-1051 —(CH₂)₂— —NH—C(═O)— K306 N69 S 6-1052 —(CH₂)₂— —NH—C(═O)— K307 N81 S 6-1053 —(CH₂)₂— —NH—C(═O)— K423 N84 S 6-1054 —(CH₂)₂— —NH—C(═O)— K424 N109 S 6-1055 —(CH₂)₂— —NH—C(═O)— K425 N116 S 6-1056 —(CH₂)₂— —NH—C(═O)— K478 N128 S

TABLE 211 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-1057 —(CH₂)₂— —NH—C(═O)— K485 N144 S 6-1058 —(CH₂)₂— —NH—C(═O)— K499 N4 S 6-1059 —(CH₂)₂— —NH—C(═O)— K500 N9 S 6-1060 —(CH₂)₂— —NH—C(═O)— K501 N10 S 6-1061 —(CH₂)₂— —NH—C(═O)— K502 N41 S 6-1062 —(CH₂)₂— —NH—C(═O)— K503 N69 S 6-1063 —(CH₂)₂— —NH—C(═O)— K504 N81 S 6-1064 —(CH₂)₂— —NH—C(═O)— K505 N84 S 6-1065 —(CH₂)₂— —NH—C(═O)— K506 N109 S 6-1066 —(CH₂)₂— —NH—C(═O)— K507 N116 S 6-1067 —(CH₂)₂— —NH—C(═O)— K508 N128 S 6-1068 —(CH₂)₂— —NH—C(═O)— K509 N144 S 6-1069 —(CH₂)₂— —NH—C(═O)— K510 N4 S 6-1070 —(CH₂)₂— —NH—C(═O)— K511 N9 S 6-1071 —(CH₂)₂— —NH—C(═O)— K512 N10 S 6-1072 —(CH₂)₂— —NH—C(═O)— K513 N41 S 6-1073 —(CH₂)₂— —NH—C(═O)— K514 N69 S 6-1074 —(CH₂)₂— —NH—C(═O)— K516 N81 S 6-1075 —(CH₂)₂— —NH—C(═O)— K517 N84 S 6-1076 —(CH₂)₂— —NH—C(═O)— K518 N109 S 6-1077 —(CH₂)₂— —NH—C(═O)— K519 N116 S 6-1078 —(CH₂)₂— —NH—C(═O)— K523 N128 S 6-1079 —(CH₂)₂— —NH—C(═O)— K525 N144 S 6-1080 —(CH₂)₂— —NH—C(═O)— K526 N4 S 6-1081 —(CH₂)₂— —NH—C(═O)— K528 N9 S 6-1082 —(CH₂)₂— —NH—C(═O)— K542 N10 S 6-1083 —(CH₂)₂— —NH—C(═O)— K543 N41 S 6-1084 —(CH₂)₂— —NH—C(═O)— K545 N69 S 6-1085 —(CH₂)₂— —NH—C(═O)— K546 N81 S 6-1086 —(CH₂)₂— —NH—C(═O)— K547 N84 S 6-1087 —(CH₂)₂— —NH—C(═O)— K548 N109 S 6-1088 —(CH₂)₂— —NH—C(═O)— K549 N116 S

TABLE 212 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-1089 —(CH₂)₂— —NH—C(═O)— K554 N128 S 6-1090 —(CH₂)₂— —NH—C(═O)— K563 N144 S 6-1091 —(CH₂)₂— —NH—C(═O)— K564 N4 S 6-1092 —(CH₂)₂— —NH—C(═O)— K567 N9 S 6-1093 —(CH₂)₂— —NH—C(═O)— K568 N10 S 6-1094 —(CH₂)₂— —NH—C(═O)— K569 N41 S 6-1095 —(CH₂)₂— —NH—C(═O)— K570 N69 S 6-1096 —(CH₂)₂— —NH—C(═O)— K571 N81 S 6-1097 —(CH₂)₂— —NH—C(═O)— K572 N84 S 6-1098 —(CH₂)₂— —NH—C(═O)— K573 N109 S 6-1099 —(CH₂)₂— —NH—C(═O)— K574 N116 S 6-1100 —(CH₂)₂— —NH—C(═O)— K575 N128 S 6-1101 —(CH₂)₂— —NH—C(═O)— K576 N144 S 6-1102 —(CH₂)₂— —NH—C(═O)— K577 N4 S 6-1103 —(CH₂)₂— —NH—C(═O)— K578 N9 S 6-1104 —(CH₂)₂— —NH—C(═O)— K579 N10 S 6-1105 —(CH₂)₂— —NH—C(═O)— K580 N41 S 6-1106 —(CH₂)₂— —NH—C(═O)— K581 N69 S 6-1107 —(CH₂)₂— —NH—C(═O)— K582 N81 S 6-1108 —(CH₂)₂— —NH—C(═O)— K583 N84 S 6-1109 —(CH₂)₂— —NH—C(═O)— K584 N109 S 6-1110 —(CH₂)₂— —NH—C(═O)— K585 N116 S 6-1111 —(CH₂)₂— —NH—C(═O)— K590 N128 S 6-1112 —(CH₂)₂— —NH—C(═O)— K591 N144 S 6-1113 —(CH₂)₂— —NH—C(═O)— K592 N4 S 6-1114 —(CH₂)₂— —NH—C(═O)— K593 N9 S 6-1115 —(CH₂)₂— —NH—C(═O)— K594 N10 S 6-1116 —(CH₂)₂— —NH—C(═O)— K595 N41 S 6-1117 —(CH₂)₂— —NH—C(═O)— K596 N69 S 6-1118 —(CH₂)₂— —NH—C(═O)— K608 N81 S 6-1119 —(CH₂)₂— —NH—C(═O)— K611 N84 S 6-1120 —(CH₂)₂— —NH—C(═O)— K618 N109 S

TABLE 213 Compound -G¹-A³- No. -A¹- -A²- A⁴-G² -A⁵-R² X 6-1121 —(CH₂)₂— —NH—C(═O)— K623 N116 S 6-1122 —(CH₂)₂— —NH—C(═O)— K634 N128 S 6-1123 —(CH₂)₂— —NH—C(═O)— K635 N144 S 6-1124 —(CH₂)₂— —NH—C(═O)— K636 N4 S 6-1125 —(CH₂)₂— —NH—C(═O)— K637 N9 S 6-1126 —(CH₂)₂— —NH—C(═O)— K638 N10 S 6-1127 —(CH₂)₂— —NH—C(═O)— K639 N41 S 6-1128 —(CH₂)₂— —NH—C(═O)— K655 N69 S 6-1129 —(CH₂)₂— —NH—C(═O)— K761 N81 S 6-1130 —(CH₂)₂— —NH— K70 N84 S 6-1131 —(CH₂)₂— —NH— K73 N109 S 6-1132 —(CH₂)₂— —NH— K74 N116 S 6-1133 —(CH₂)₂— —NH— K96 N128 S 6-1134 —(CH₂)₂— —NH— K498 N144 S 6-1135 —(CH₂)₂— —NH— K617 N4 S 6-1136 —(CH₂)₂— —NH— K642 N9 S 6-1137 —(CH₂)₂— —NH— K763 N10 S 6-1138 —(CH₂)₂— —NH— K764 N41 S 6-1139 —(CH₂)₂— —NH— K765 N69 S 6-1140 —(CH₂)₂— —NH— K766 N81 S 6-1141 —(CH₂)₂— —NH— K767 N84 S 6-1142 —(CH₂)₂— —NH— K768 N109 S 6-1143 —(CH₂)₂— —NH— K769 N116 S 6-1144 —(CH₂)₂— —NH— K770 N128 S 6-1145 —(CH₂)₂— —NH— K771 N144 S 6-1146 —(CH₂)₂— —NH— K772 N4 S 6-1147 —(CH₂)₂— —NH— K773 N9 S 6-1148 —(CH₂)₂— —NH— K774 N10 S 6-1149 —(CH₂)₂— —NH— K775 N41 S 6-1150 —(CH₂)₂— —NH— K776 N69 S 6-1151 —(CH₂)₂— —NH— K777 N81 S 6-1152 —(CH₂)₂— —NH— K778 N84 S

TABLE 214 Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-1153 —(CH₂)₂— —NH— K779 N109 S 6-1154 —(CH₂)₂— —NH— K780 N116 S 6-1155 —(CH₂)₂— —C(═O)— K337 N144 S 6-1156 —(CH₂)₂— —C(═O)— K337 N4 S 6-1157 —(CH₂)₂— —C(═O)— K337 N10 S 6-1158 —(CH₂)₂— —C(═O)— K321 N4 S 6-1159 —(CH₂)₂— —C(═O)— K321 N9 S 6-1160 —(CH₂)₂— —C(═O)— K321 N69 S 6-1161 —(CH₂)₂— —C(═O)— K321 N12 S 6-1162 —(CH₂)₂— —C(═O)— K321 N115 S 6-1163 —(CH₂)₂— —C(═O)— K321 N116 S 6-1164 —(CH₂)₂— —C(═O)— K321 N128 S 6-1165 —(CH₂)₂— —C(═O)— K321 N140 S 6-1166 —(CH₂)₂— —C(═O)— K321 N150 S 6-1167 —(CH₂)₂— —C(═O)— K321 N153 S 6-1168 —(CH₂)₂— —C(═O)— K315 N4 S 6-1169 —(CH₂)₂— —C(═O)— K377 N4 S 6-1170 —(CH₂)₂— —C(═O)— K379 N69 S 6-1171 —(CH₂)₂— —C(═O)— K380 N12 S 6-1172 —(CH₂)₂— —C(═O)— K383 N128 S 6-1173 —(CH₂)₂— —C(═O)— K385 N150 S 6-1174 —(CH₂)₂— —C(═O)— K386 N153 S 6-1175 —(CH₂)₂— —C(═O)— K387 N4 S 6-1176 —(CH₂)₂— —C(═O)— K388 N9 S 6-1177 —(CH₂)₂— —C(═O)— K389 N69 S 6-1178 —(CH₂)₂— —C(═O)— K390 N12 S 6-1179 —(CH₂)₂— —C(═O)— K391 N115 S 6-1180 —(CH₂)₂— —C(═O)— K392 N116 S 6-1181 —(CH₂)₂— —C(═O)— K393 N128 S 6-1182 —(CH₂)₂— —C(═O)— K394 N140 S 6-1183 —(CH₂)₂— —C(═O)— K395 N150 S 6-1184 —(CH₂)₂— —C(═O)— K741 N9 S

As preferred combinations of the groups mentioned as preferred examples of X, A¹, A², G¹, A³, A⁴ and G² in formula (I) according to the invention, there may be mentioned the following combinations 1) to 12).

1) In formula (I), when X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bonds in the form of A¹-NHC(═O)-G¹ and G¹ is a divalent benzene group, the divalent benzene group as G¹ is preferably substituted with one or more substituents selected from among those mentioned above as preferred examples of substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G¹.

2) In formula (I), when X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bonds in the form of A¹-NHC(═O)-G¹, G¹ is a divalent benzene group and the divalent benzene group as G¹ is not substituted, -A³-A⁴-G² collectively represent a group other than hydrogen.

3) In formula (I), when X is sulfur, A¹ is —(CH₂)₂— and A¹-A²-G¹ bonds in the form of A¹-NHC(═O)-G¹, G¹ is a divalent monocyclic or bicyclic C₃₋₉ aromatic heterocycle having in the ring 1 to 3 and preferably 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.

4) In formula (I), when X is sulfur, A¹ is —(CH₂)₂— and A¹-A²-G¹ bonds in the form of A¹-NHC(═O)-G¹, G¹ is a divalent monocyclic or bicyclic C₂₉ aromatic heterocycle having in the ring 1 to 3 and preferably 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, and the divalent aromatic heterocycle as G¹ is more preferably substituted with one or more substituents selected from among those mentioned as preferred examples of substituents for substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms for G¹.

5) In formula (I), when X is sulfur, A¹ is —(CH₂)₂— and A¹-A²-G¹ bonds in the form of A¹-NHC(═O)-G¹, G¹ is a divalent monocyclic or bicyclic C₂₋₉ aromatic heterocycle having in the ring 1 to 3 and preferably 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, and more preferably, when the divalent aromatic heterocycle as G¹ is not substituted, -A³-A⁴-G² collectively represent a group other than hydrogen.

6) In formula (I), when X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bonds in the form of A¹-NH-G¹ and G¹ is a divalent benzene group, the divalent benzene group as G¹ is preferably substituted with one or more substituents selected from among those mentioned above as preferred examples of substituents for the substituted C₆₋₁₄ aromatic hydrocarbon groups for G¹.

7) In formula (I), when X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bonds in the form of A¹-NH-G¹, G¹ is a divalent benzene group and the divalent benzene group as G¹ is not substituted, -A³-A⁴-G² collectively represent a group other than hydrogen.

8) In formula (I), when X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bonds in the form of A¹-NH-G¹, and G¹ is a divalent monocyclic or bicyclic C₂₋₉ aromatic heterocycle having in the ring 1 to 3 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, the aromatic heterocycle is preferably substituted with one or more substituents selected from among those mentioned as preferred examples of substituents for substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms for G¹.

9) In formula (I), when X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bonds in the form of A¹-NH-G¹, G¹ is a divalent monocyclic or bicyclic C₂₋₉ aromatic heterocycle having in the ring 1 to 3 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, and the aromatic heterocycle is not substituted, -A³-A⁴-G² collectively represent a group other than hydrogen.

10) In formula (I), when X is sulfur, A¹ is —(CH₂)₂— and A¹-A²-G¹ bonds in the form of A¹-C(═O)-G¹, G¹ is preferably a divalent monocyclic C₂₋₉ heterocycle having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, such as pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridine or piperazine, and G¹ is preferably bonded to A¹-C(═O)— at a nitrogen atom.

11) In formula (I), when X is sulfur, A¹ is —(CH₂)₂— and A¹-A²-G¹ bonds in the form of A¹-C(═O)-G¹, G¹ is preferably a divalent monocyclic C₂₋₉ heterocycle having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, such as pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridine or piperazine, and G¹ is preferably bonded to A¹-C(═O)— at a nitrogen atom, where the divalent monocyclic C₂₋₉ heterocycle having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms for G¹ is preferably substituted with one or more substituents selected from among those mentioned as preferred examples of substituents for substituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms for G¹.

12) In formula (I), when X is sulfur, A¹ is —(CH₂)₂— and A¹-A²-G¹ bonds in the form of A¹-C(═O)-G¹, G¹ is preferably a divalent monocyclic C₂₋₉ heterocycle having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, such as pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridine or piperazine, and G¹ is preferably bonded to A¹-C(═O)— at a nitrogen atom, and when the divalent monocyclic C₂₋₉ heterocycle having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms for G¹ is not substituted, -A³-A⁴-G² collectively represent a group other than hydrogen.

The preferred combinations for X, A¹, A², G¹, A³, A⁴ and G² in formula (I) according to the invention, described by 1) to 12) above, are also preferably in combination with the preferred groups represented by R²-A⁵-, that is, R²-A⁵ groups wherein A¹ is a single bond and R² is a substituted or unsubstituted monocyclic C₃₋₅ aromatic heterocyclic group having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.

The pyrrolo[3,2-d]pyrimidine derivatives represented by formula (I) above exist as tautomers represented by the following formula (III):

[wherein A¹, A², A³, A⁴, A⁵, G¹, G², R² and X have the same definitions as A¹, A², A³, A⁴, A⁵, G¹, G², R² and X in formula (I)], and their tautomers are also encompassed within the scope of the present invention.

When the atoms forming the molecules of the pyrrolo[3,2-d]pyrimidine derivatives represented by formula (I) are in an asymmetrical relationship, the optically active isomers and mixtures thereof in any proportion are also encompassed within the scope of the invention.

The pyrrolo[3,2-d]pyrimidine derivatives represented by formula (I) may contain basic groups in their molecules, in which case they may be converted to medically acceptable acid-addition salts if necessary. As acids there may be mentioned inorganic acids such as hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid and carbonic acid, or organic acids such as acetic acid, citric acid, malic acid, oxalic acid, tartaric acid, lactic acid, maleic acid, fumaric acid and methanesulfonic acid.

The pyrrolo[3,2-d]pyrimidine derivatives represented by formula (I) may also contain acidic groups in their molecules, in which case they may be converted to medically acceptable salts if necessary. As such salts there may be mentioned non-toxic cation salts, and specifically there may be mentioned salts with alkali metal ions such as Na+ and K⁺, alkaline earth metal ions such as Mg²⁺ and Ca²⁺, metal ions such as Al³⁺ and Zn²⁺, or organic bases such as ammonia, triethylamine, ethylenediamine, propanediamine, pyrrolidine, piperidine, piperazine, pyridine, lysine, choline, ethanolamine, N,N-dimethylethanolamine, 4-hydroxypiperidine, glucosamine and N-methylglucamine.

The definitions of A¹, A², A³, A⁴, A⁵, G¹ G² and R² in formula (II) above are the same as the respective definitions of A¹, A², A³, A⁴, A⁵, G¹, G² and R² in formula (I), and as examples there may be mentioned the same ones as mentioned above.

In formula (II), X¹ represents chlorine, bromine, iodine, C₂₋₁₀ acylthio, C₂₋₈ alkoxymethylthio or C₁₋₈ alkyl- or arylsulfonyloxy. As examples of C₂₋₁₀ acylthio groups when X¹ represents a C₂₋₁₀ acylthio group, there may be mentioned acetylthio, trifluoroacetylthio, propionylthio, butyrylthio, isobutyrylthio, valerylthio, isovalerylthio, pivaloylthio, hexanoylthio, benzoylthio, phenylacetylthio, phenylpropionylthio and cinnamoylthio. As examples of C₂₋₈ alkoxymethylthio groups when X¹ represents a C₂₋₈ alkoxymethylthio group, there may be mentioned methoxymethylthio, methoxyethoxymethylthio, t-butoxymethylthio, 2-(trimethylsilyl)ethoxymethylthio, benzyloxymethylthio, p-methoxybenzyloxymethylthio, p-nitrobenzyloxymethylthio, o-nitrobenzyloxymethylthio and 4-methoxyphenoxymethylthio. As examples of C₁₋₈ alkyl- or arylsulfonyloxy groups when X¹ represents a C₁₋₈ alkyl- or arylsulfonyloxy group, there may be mentioned sulfonyloxy groups comprising optionally substituted C₁₋₈ alkyl or aryl groups with sulfonyl groups, such as methylsulfonyloxy, trifluoromethylsulfonyloxy, ethylsulfonyloxy, propylsulfonyloxy, butylsulfonyloxy, t-butylsulfonyloxy, nonafluorobutylsulfonyloxy, phenylsulfonyloxy, p-bromophenylsulfonyloxy, p-toluylsulfonyloxy, benzylsulfonyloxy, α-phenethylsulfonyloxy and β-phenethylsulfonyloxy. As preferred examples of X¹ there may be mentioned chlorine, bromine, iodine and trifluoromethylsulfonyloxy, with chlorine and trifluoromethylsulfonyloxy being particularly preferred.

The definitions of A¹, A², A³, A⁴, A⁵, G¹, G², R² and X in formula (Ic) above are the same as the respective definitions of A¹, A², A³, A⁴, A⁵, G¹ G², R² and X in formula (I), and as examples there may be mentioned the same ones as mentioned above.

In formula (Ic), R³ represents C₂₋₁₀ acyl, C₂—, alkoxymethyl or substituted or unsubstituted benzyl. As examples of C₂₋₁₀ acyl groups when R³ represents a C₂₋₁₀ acyl group, there may be mentioned acetyl, trifluoroacetyl, propionyl, butyryl, isobutyryl, valeryl, isovaleryl, pivaloyl, hexanoyl, benzoyl, phenylacetyl, phenylpropionyl and cinnamoyl. As examples of C₂₋₁₀ alkoxymethyl groups when R³ represents a C₂₋₁₀ alkoxymethyl group, there may be mentioned methoxymethyl, methoxyethoxymethyl, t-butoxymethyl, 2-(trimethylsilyl)ethoxymethyl, benzyloxymethyl, p-methoxybenzyloxymethyl, p-nitrobenzyloxymethyl, o-nitrobenzyloxymethyl and 4-methoxyphenoxymethyl. As examples of substituted or unsubstituted benzyl groups when R³ represents a substituted or unsubstituted benzyl group, there may be mentioned benzyl, p-methoxybenzyl, 3,4-dimethoxybenzyl, o-nitrobenzyl, p-nitrobenzyl and p-cyanobenzyl. As a preferred example for R³ there may be mentioned 2-(trimethylsilyl)ethoxymethyl.

A pyrrolo[3,2-d]pyrimidine derivative represented by formula (Ia) above may be synthesized from a pyrrolo[3,2-d]pyrimidine derivative represented by formula (II), by the following Synthesis Scheme A.

[wherein A¹, A², A³, A⁴, A⁵, G¹, G² and R² have the same definitions as A¹, A², A³, A⁴, A⁵, G¹, G² and R² in formula (I) above, and X¹⁰ represents chlorine, bromine, iodine or C₁₋₈ alkyl- or arylsulfonyloxy].

Specifically, a pyrrolo[3,2-d]pyrimidine derivative (Ia-A) of the invention may be synthesized by reacting a pyrrolo[3,2-d]pyrimidine derivative (II-A) of the invention with thiourea. The thiooxo conversion with thiourea may be carried out, for example, by reaction in a solvent such as dioxane, ethanol or 2-propanol in a temperature range from 0-150° C.

Of the pyrrolo[3,2-d]pyrimidine derivatives represented by formula (II) above, a pyrrolo[3,2-d]pyrimidine derivative represented by the following formula (II-B) may be synthesized from a pyrrolo[3,2-d]pyrimidine derivative represented by formula (Ib), by the following Synthesis Scheme (B).

[wherein A¹, A², A³, A⁴, A⁵, G¹, G² and R² have the same definitions as A¹, A², A³, A⁴, A⁵, G¹, G² and R² in formula (I) above, and X¹⁰ is as defined above].

Specifically, when X¹⁰ is chlorine, for example, a pyrrolo[3,2-d]pyrimidine derivative (Ib-B) of the invention may be reacted with phosphorus oxychloride to synthesize a pyrrolo[3,2-d]pyrimidine derivative (II-B) of the invention. The chlorination reaction with phosphorus oxychloride may be conducted under ordinary chlorine reaction conditions, for example, in the presence or absence of triethylamine, 4-dimethylaminopyridine or dimethylaniline, in the presence or absence of a solvent such as acetonitrile, and in a temperature range from 0-150° C.

Or, for example, when X¹⁰ is a trifluoromethanesulfonyloxy group, the pyrrolo[3,2-d]pyrimidine derivative (Ib-B) of the invention may be reacted with trifluoromethanesulfonic anhydride to synthesize a pyrrolo[3,2-d]pyrimidine derivative (II-B) of the invention. The trifluoromethanesulfonyloxy conversion with trifluoromethanesulfonic anhydride may be conducted together with an amine such as pyridine or triethylamine, in the presence or absence of a solvent such as dichloromethane, and in a temperature range from 0-100° C.

Of the pyrrolo[3,2-d]pyrimidine derivatives represented by formula (Ib) above, a pyrrolo[3,2-d]pyrimidine derivative represented by (Ib-C2) below may be synthesized from a pyrrolo[3,2-d]pyrimidine derivative represented by (Ib-C1) below by the following Synthesis Scheme (C).

[wherein A¹, A², A³, A⁴, A⁵, G¹, G² and X have the same definitions as A¹, A², A³, A⁴, A⁵, G¹, G² and X in formula (I) above, R^(2C1) represents chlorine or bromine, when A¹ is —NR²⁰¹— (where R²⁰¹ has the same definition as R²⁰¹ in formula (I)), R^(2C2) represents a group as defined for R² of formula (I) except for fluorine, chlorine, bromine or iodine, and when A⁵ is a single bond, R^(2C2) represents a substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, bonded to As at a nitrogen atom].

Specifically, a pyrrolo[3,2-d]pyrimidine derivative (Ib-C1) of the invention may be reacted with a primary or secondary amine to synthesize a pyrrolo[3,2-d]pyrimidine derivative (Ib-C2) of the invention. The aminating reaction with a primary or secondary amine may be carried out under solventless conditions or using a solvent such as dimethylsulfoxide, dimethylformamide, dioxane, tetrahydrofuran or toluene, in the presence or absence of a base such as pyridine, triethylamine, diisopropylethylamine, 4-dimethylaminopyridine or sodium carbonate, in the presence or absence of a transition metal complex catalyst produced by mixing a palladium salt such as palladium acetate with a phosphorus ligand such as triphenylphosphine, and in a temperature range of 0-150° C.

Of the pyrrolo[3,2-d]pyrimidine derivatives represented by formula (Ib), a pyrrolo[3,2-d]pyrimidine derivative represented by formula (Ib-D2) below may be synthesized from a pyrrolo[3,2-d]pyrimidine derivative represented by formula (Ib-D1) below by the following Synthesis Scheme (D).

[wherein A¹, A², A³, A⁴, G¹ and G² have the same definitions as A¹, A², A³, A⁴, G¹ and G² in formula (I) above, R^(2D1) represents chlorine or bromine, and R^(2D2) represents a substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group].

Specifically, a pyrrolo[3,2-d]pyrimidine derivative (Ib-D1) of the invention may be reacted with, for example, a boronic acid derivative [R^(2D2)-B(OH)₂, where R^(2D2) has the same definition as in Synthesis Scheme (D) above], to synthesize a pyrrolo[3,2-d]pyrimidine derivative (Ib-D2) of the invention. The reaction with the boronic acid derivative may be conducted under conditions for an ordinary Suzuki reaction, for example, using a solvent such as 2-propanol and/or water, using palladium acetate or the like as a catalyst in the presence of an inorganic base such as sodium carbonate, with addition of triphenylphosphine or the like as a ligand, and in a temperature range of 0-150° C.

Of the pyrrolo[3,2-d]pyrimidine derivatives represented by formula (Ib), a pyrrolo[3,2-d]pyrimidine derivative represented by (Ib-E2) below may be synthesized from a pyrrolo[3,2-d]pyrimidine derivative represented by (Ib-E1) below, by the following Synthesis Scheme (E)).

[wherein A¹, A², A³, A⁴, G¹ and G² have the same definitions as A¹, A², A³, A⁴, G¹ and G² in formula (I) above, and R^(2E) represents chlorine, bromine or iodine].

Specifically, a pyrrolo[3,2-d]pyrimidine derivative (Ib-E1) of the invention may be subjected to halogenation reaction to obtain a pyrrolo[3,2-d]pyrimidine derivative (Ib-E2) of the invention. The halogenation reaction may be carried out, for example, using a halogenating reagent such as N-chlorosuccinimide, N-bromosuccinimide or the like, in the presence of a solvent such as dimethylformamide, dioxane or tetrahydrofuran, and in a temperature range of −20° C. to 150° C.

Of the pyrrolo[3,2-d]pyrimidine derivatives represented by formula (Ib), a pyrrolo[3,2-d]pyrimidine derivative represented by formula (Ib-F) below may be synthesized from a pyrrole derivative represented by formula (IV-F) below, by the following Synthesis Scheme (F).

[wherein A¹, A², A³, A⁴, G¹ and G² have the same definitions as A¹, A², A³, A⁴, G¹ and G² in formula (I) above, and R²F represents a group as defined for R² of formula (I) except for fluorine, chlorine, bromine, iodine and substituted or unsubstituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, bonded at a nitrogen atom to the carbon of the pyrrole ring to which R²F is bonded].

Specifically, a pyrrole derivative represented by formula (IV-F) above may be subjected to cyclization reaction using formamidine or formamide, to synthesize a pyrrolo[3,2-d]pyrimidine derivative represented by formula (Ib-F) of the invention. A cyclization reaction using formamidine may be conducted, for example, using formamidine acetate, using a solvent such as 2-propanol, and in a temperature range of 0-150° C. A cyclization reaction using formamide may be smoothly carried out, for example, using a base such as formamide or sodium methoxide, in the presence or absence of dimethylsulfoxide or dimethoxyethane, and in a temperature range of 0-150° C.

Of the pyrrolo[3,2-d]pyrimidine derivatives represented by formula (II), a pyrrolo[3,2-d]pyrimidine derivative represented by formula (II-G) below may be synthesized from a pyrrolo[3,2-d]pyrimidine derivative represented by formula (Ib-G) below, by the following Synthesis Scheme (G).

[wherein A¹, A², A³, A⁴, A⁵, G¹, G² and R² have the same definitions as A¹, A², A³, A⁴, A⁵, G-, G² and R² in formula (I) above, and X¹¹ represents a C₂₋₁₀ acylthio or C₂₋₈ alkoxymethylthio group].

Specifically, when X¹¹ is an acylthio group, for example, a pyrrolo[3,2-d]pyrimidine derivative (Ib-G) of the invention may be reacted with an acyl halide to synthesize a pyrrolo[3,2-d]pyrimidine derivative (II-G) of the invention. The acylation reaction with the acyl halide may be conducted under ordinary acylating conditions, for example, in the presence of triethylamine or pyridine and in a temperature range of 0-100° C.

Also, when X¹¹ is an alkoxymethylthio group, for example, a pyrrolo[3,2-d]pyrimidine derivative (Ib-G) of the invention may be reacted with an alkoxymethyl halide to synthesize a pyrrolo[3,2-d]pyrimidine derivative (II-G) of the invention. The alkoxymethylating reaction with the alkoxymethyl halide may be conducted under ordinary alkoxymethylating conditions, for example, in the presence of triethylamine or pyridine and in a temperature range of 0-100° C.

The groups A¹, A², A³, A⁴, A⁵, G¹, G² and/or R in a pyrrolo[3,2-d]pyrimidine derivative (II-G) of the invention obtained in this manner may be subjected to conversion reactions which are well known to those skilled in the art. The pyrrolo[3,2-d]pyrimidine derivative (II-G) may be subjected to hydrolysis reaction under neutral or basic conditions when X¹¹ is acylthio or under acidic conditions with trifluoroacetic acid or the like when X“ ” is alkoxymethylthio, for conversion to a pyrrolo[3,2-d]pyrimidine derivative (Ib-G) of the invention.

A pyrrolo[3,2-d]pyrimidine derivative represented by formula (Ic) may be synthesized from a pyrrolo[3,2-d]pyrimidine derivative represented by formula (I-H) below, by the following Synthesis Scheme (H).

[wherein A¹, A², A³, A⁴, A⁵, G¹, G² and R² have the same definitions as A¹, A², A³, A⁴, A⁵, G¹, G² and R² in formula (I) above, and R³ represents a C₂₋₁₀ acyl, C₂₋₁₀ alkoxymethyl or substituted or unsubstituted benzyl group].

Specifically, when R³ is an acyl group, for example, a pyrrolo[3,2-d]pyrimidine derivative (I-H) of the invention may be reacted with an acyl halide to synthesize a pyrrolo[3,2-d]pyrimidine derivative (Ic-H) of the invention. The acylation reaction with the acyl halide may be conducted under ordinary acylating conditions, for example, in the presence of triethylamine or pyridine and in a temperature range of 0-100° C.

Also, when R³ is an alkoxymethyl or benzyl group, for example, a pyrrolo[3,2-d]pyrimidine derivative (1-H) of the invention may be reacted with an alkoxymethyl halide or benzyl halide to synthesize a pyrrolo[3,2-d]pyrimidine derivative (Ic-H) of the invention. The reaction with the alkoxymethyl halide or benzyl halide may be conducted, for example, in the presence of sodium hydride, and in a temperature range of 0-100° C.

The groups A¹, A², A³, A⁴, A⁵, G¹, G² and/or R² in a pyrrolo[3,2-d]pyrimidine derivative (Ic-H) of the invention obtained in this manner may be subjected to conversion reactions which are well known to those skilled in the art. The pyrrolo[3,2-d]pyrimidine derivative (Ic-H) may be subjected to hydrolysis reaction under neutral or basic conditions when R³ is an acyl group, to hydrolysis reaction under acidic conditions with trifluoroacetic acid or the like when R³ is an alkoxymethyl group, or to hydrogenation reaction when R³ is a benzyl group, for conversion to a pyrrolo[3,2-d]pyrimidine derivative (1-H) of the invention.

When the pyrrolo[3,2-d]pyrimidine derivatives of the invention synthesized according to Synthesis Schemes (A), (B), (C), (D), (E), (F), (G) and (H) above have easily convertible substituents such as alkoxycarbonyl, acyloxy, aromatic nitro groups or the like, they may be converted to pyrrolo[3,2-d]pyrimidine derivatives of the invention having groups such as carboxyl, hydroxy, amino or the like by carrying out reactions well known to those skilled in the art.

When the pyrrolo[3,2-d]pyrimidine derivatives of the invention synthesized according to Synthesis Schemes (A), (B), (C), (D), (E), (F), (G) and (H) above have carboxyl groups, they may be converted to pyrrolo[3,2-d]pyrimidine derivatives of the invention having groups such as alkoxycarbonyl, carbamoyl or N-alkylcarbamoyl, by carrying out condensation reactions well known to those skilled in the art.

When the pyrrolo[3,2-d]pyrimidine derivatives of the invention synthesized according to Synthesis Schemes (A), (B), (C), (D), (E), (F), (G) and (H) above have amino groups, they may be converted to pyrrolo[3,2-d]pyrimidine derivatives of the invention having groups such as acylamino or alkylsulfonylamino, by carrying out condensation reactions well known to those skilled in the art.

Alternatively when the derivatives have amino groups, they may be converted to pyrrolo[3,2-d]pyrimidine derivatives of the invention having groups such as monoalkylamino or dialkylamino, by carrying out reductive alkylation reactions well known to those skilled in the art.

When the pyrrolo[3,2-d]pyrimidine derivatives of the invention synthesized according to Synthesis Schemes (A), (B), (C), (D), (E), (F), (G) and (H) above have hydroxy groups, they may be converted to pyrrolo[3,2-d]pyrimidine derivatives of the invention having groups such as acyloxy or the like, by carrying out condensation reactions well known to those skilled in the art.

When the pyrrolo[3,2-d]pyrimidine derivatives of the invention synthesized according to Synthesis Schemes (A), (B), (C), (D), (E), (F), (G) and (H) above have formyl groups, they may be converted to pyrrolo[3,2-d]pyrimidine derivatives of the invention having groups such as alkylaminomethyl or the like, by carrying out reductive alkylation reactions well known to those skilled in the art.

A pyrrole derivative represented by formula (IV-F) above used as the starting material in a synthesis scheme for a pyrrolo[3,2-d]pyrimidine derivative represented by formula (I) may be synthesized, for example, from an alkoxymethylenemalononitrile derivative represented by formula (VI-J) below, by the following Synthesis Scheme (J).

[wherein R¹ is a group that can be converted to A¹-A²-G¹-A³-A⁴-G² in formula (I), and R^(2J) represents a group as defined for R² of formula (I) except for fluorine, chlorine, bromine, iodine and substituted or unsubstituted heterocyclic groups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, bonded at a nitrogen atom to the carbon of the pyrrole ring to which R^(2J) is bonded].

Specifically, an alkoxymethylenemalononitrile (VI-J) may be reacted with a primary amine (R¹—NH₂, where R¹ has the same definition as R¹ in Synthesis Scheme (J) above), to synthesize an aminomethylenemalononitrile derivative (V-J). This aminomethylenemalononitrile derivative (V-J) may be reacted with methyl bromoacetate in the presence of a base and then cyclized to synthesize a pyrrole derivative (IV-J).

The reaction between the alkoxymethylenemalononitrile derivative (VI-J) and the primary amine may be conducted, for example, using a solvent such as methanol or ethanol, and in a temperature range of 0-100° C.

The reaction between the aminomethylenemalononitrile derivative (V-J) and the methyl bromoacetate may be conducted, for example, using potassium carbonate or the like as a base, using a solvent such as acetonitrile, and in a temperature range of 0-150° C.

Pyrrolo[3,2-d]pyrimidine derivatives represented by formula (I) obtained in the manner described above have effects of inhibiting GSK-3 activity, and may therefore be used as clinically effective prophylactic and/or treatment agents for GSK-3 activity inhibition. As conditions that are treatable with GSK-3 activity inhibitors there may be mentioned diabetes, diabetes complications, atherosclerosis, hypertension, obesity, syndrome X, Alzheimer's disease, neurodegenerative diseases (AIDS encephalopathy, Huntington's disease, Parkinson's disease, cerebral ischemia), manic depression, traumatic encephalopathy, alopecia, inflammatory diseases, cancer, immune deficiency and the like.

The pyrrolo[3,2-d]pyrimidine derivatives represented by formula (I) and their medically acceptable salts may be prepared as pharmaceutical compositions using pharmaceutically acceptable carriers and/or diluents. The pharmaceutical compositions may be administered either orally or parenterally, in any of various dosage forms. As modes of parenteral administration there may be mentioned, for example, intravenous, subcutaneous, intramuscular, percutaneous and rectal administration.

As oral dosage forms there may be mentioned, for example, tablets, pills, granules, powders, liquids, suspensions, syrups, capsules and the like.

Tablets may be molded by ordinary methods using pharmaceutically acceptable carriers such as an excipients, binders, disintegrators and the like. Pills, granules and powders may also be molded by ordinary methods using excipients and the like, as for tablets.

The preparation method for a liquid, suspension or syrup may be an ordinary method using a glycerin ester, alcohol, water and/or vegetable oil. A preparation method for capsules may entail filling granules, powder or a liquid into capsules of gelatin or the like.

For a parenteral agent to be administered intravenously, subcutaneously or intramuscularly, the administered agent may be in the form of an injection.

Injections include, for example, those dissolved in water-soluble liquids such as physiological brine, and those dissolved in non-water-soluble liquids comprising organic esters such as propylene glycol, polyethylene glycol, vegetable oils, and the like.

The dosage form for percutaneous administration may be an ointment, cream or the like. An ointment may be prepared by admixture with a fat or oil, vaseline or the like, and a cream may be prepared by admixture with an emulsifier.

If necessary, pharmaceutically acceptable carriers such as isotonizing agents, preservatives, antiseptics, humidifiers, buffers, emulsifiers, dispersing agents, stabilizers and the like may be added to these various preparation forms.

The various preparation forms may also, if necessary, be sterilized by appropriate means such as filtration using a bacteria capturing filter or addition of antimicrobial agents.

The dosage of a pyrrolo[3,2-d]pyrimidine derivative represented by formula (I) or a medically acceptable salt thereof will differ depending on the type of condition, the route of administration and the symptoms, age, gender and body weight of the patient, but in most cases it may be about 1-500 mg/day/patient for oral administration.

In the case of parenteral administration such as intravenous, subcutaneous, intramuscular or percutaneous administration, it may be about 0.1-100 mg/day/patient.

EXAMPLES

The invention will now be explained in greater detail by the following examples, with the understanding that the scope of the invention is not in any sense restricted by these examples. The numbers assigned to each of the compounds in the examples correspond to the Compound Nos. of the compounds listed as preferred examples in Tables 1 to 214 above.

The “HPLC Retention time” data for the compounds synthesized in the examples are the retention times (minutes) for the compounds in HPLC analysis carried out under the following conditions.

HPLC (High Performance Liquid Chromatography) Conditions System: Hewlett-Packard 1100 HPLC

-   Column: Cadenza CD-C18 (Imtakt) 100 mm×4.6 mmφ -   Solvent:     -   A: H₂O/acetonitrile=95/5         -   (0.05% trifluoroacetic acid)     -   B: H₂O/acetonitrile=5/95         -   (0.05% trifluoroacetic acid) -   Flow rate: 1.0 mL/min -   Gradient: -   0-1 min, solvent B: 10% solvent A: 90% 1-14 min, solvent B: 10%→100%     solvent A: 90%→0% 14-16 min, solvent B: 100% solvent A: 0% -   Calculation of purity: Area % of UV absorption (254 nm)

Reference Example 1 Synthesis of (1-hydroxy-2-phenylethylidene)methane-1,1-dicarbonitrile

A suspension of sodium hydride (12.5 g) in tetrahydrofuran (188 mL) was cooled to 0° C. A solution of malononitrile (10.3 g) in tetrahydrofuran (65 mL) was added dropwise thereto over a period of 1 hour. After stirring the reaction mixture at room temperature for 1 hour, it was again cooled to 0° C., and then a solution of 2-phenylacetyl chloride (24.2 g) in tetrahydrofuran (52 mL) was added dropwise thereto over a period of 80 minutes. After stirring the reaction mixture at room temperature for 49 hours, water (26 mL) was added to the reaction solution. The solvent was distilled off under reduced pressure, diethyl ether (130 mL) and 1 mol/L hydrochloric acid (130 mL) were added to the residue and extraction was performed with diethyl ether. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure to obtain the title compound as a crude product (31.2 g).

[Hydroxy(1-methylpyrrol-2-yl)methylene]methane-1,1-dicarbonitrile was synthesized in the same manner using malononitrile and 1-methylpyrrole-2-carbonylchloride. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 174.2 (M⁺+H, C₉H₇N₃O)

(2-Furylhydroxymethylene)methane-1,1-dicarbonitrile was obtained in the same manner using malononitrile and furan-2-carbonylchloride. The ESI/MS data for this compound are shown below.

ESI/MS m/e: (M⁺+H, C₈H₄N₂O₂)

[Hydroxy(3-methyl(2-furyl))methylene]methane-1,1-dicarbonitrile was obtained in the same manner using malononitrile and 3-methylfuran-2-carbonylchloride. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CD₃OD)δ(ppm): 2.29 (s, 3H), 6.34 (s, 1H), 7.41 (s, 1H).

ESI/MS m/e: (M⁺+H, C₉H₆N₂O₂)

[Hydroxy(3-methyl(2-thienyl))methylene]methane-1,1-dicarbonitrile was obtained in the same manner using malononitrile and 3-methylthiophene-2-carbonylchloride. The ESI/MS data for this compound are shown below.

ESI/MS m/e: (M⁺+H, C₉H₆N₂O)

[(3-Chloro(2-thienyl))hydroxymethylene]methane-1,1-dicarbonitrile was obtained in the same manner using malononitrile and 3-chlorothiophene-2-carbonylchloride. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CD₃OD) δ (ppm): 6.92 (d, J=5.1, 1H), 7.51 (d, J=5.4, 1H)

ESI/MS m/e: (M⁺+H, COH₃ClN₂OS)

Reference Example 2 Synthesis of (1-methoxy-2-phenylethylidenemethane-1,1-dicarbonitrile

A suspension of sodium hydride (6.3 g) in tetrahydrofuran (100 mL) was cooled to 0° C. A solution of the crude (1-hydroxy-2-phenylethylidene)methane-1,1-dicarbonitrile (31.2 g) in tetrahydrofuran (130 mL) was added dropwise thereto over a period of 30 minutes. After stirring the reaction mixture at room temperature for 20 minutes, it was cooled to 0° C., and then a solution of dimethyl sulfate (19.7 g) in tetrahydrofuran (100 mL) was added dropwise thereto over a period of 1 hour. The mixture was heated to reflux for 21 hours and then cooled to room temperature, and the solvent was distilled off under reduced pressure. Ethyl acetate (100 mL) and aqueous saturated sodium bicarbonate (100 mL) were added to the residue and extraction was performed with ethyl acetate. The organic layer was washed with saturated brine, and then the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to obtain the title compound (4.6 g, 15%) as a brown solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 4.02 (s, 2H), 4.03 (s, 3H), 7.24-7.42 (m, 5H).

ESI/MS m/e: 199.2 (M⁺+H, C₁₂HON₂O)

[Methoxy(1-methylpyrrol-2-yl)methylene]methane-1,1-dicarbonitrile was synthesized in the same manner using [hydroxy(1-methylpyrrol-2-yl)methylene]methane-1,1-dicarbonitrile. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 188.1 (M⁺+H, CIoH₉N₃O)

(2-Furylmethoxymethylene)methane-1,1-dicarbonitrile was synthesized in the same manner using (2-furylhydroxymethylene)methane-1,1-dicarbonitrile. The ESI/MS data for this compound are shown below.

ESI/MS m/e: (M⁺+H, C₉H₆N₂O₂)

[Methoxy(3-methyl(2-furyl))methylene]methane-1,1-dicarbonitrile was synthesized in the same manner using [hydroxy(3-methyl(2-furyl))methylene]methane-1,1-dicarbonitrile. The ESI/MS data for this compound are shown below.

ESI/MS m/e: (M⁺+H, C₁₀H₈N₂O₂)

[Methoxy(3-methyl(2-thienyl))methylene]methane-1,1-dicarbonitrile was obtained in the same manner using [hydroxy(3-methyl(2-thienyl))methylene]methane-1,1-dicarbonitrile. The ESI/MS data for this compound are shown below.

ESI/MS m/e: (M⁺+H, C₁₀H₈N₂OS)

[(3-Chloro(2-thienyl))methoxymethylene]methane-1,1-dicarbonitrile was obtained in the same manner using [(3-chloro(2-thienyl))hydroxymethylene]methane-1,1-dicarbonitrile. The ESI/MS data for this compound are shown below.

ESI/MS m/e: (M⁺+H, C₉H₅ClN₂OS)

(1-Methoxy-3-phenylpropylidene)methane-1,1-dicarbonitrile was synthesized using malononitrile and 3-phenylpropionyl chloride, in the same manner as Reference Example 1 and Reference Example 2. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 2.91-2.98 (m, 4H), 4.07 (s, 3H), 7.19-7.36 (m, 5H).

(1-Methoxy-3-methylbutylidene)methane-1,1-dicarbonitrile was synthesized in the same manner as Reference Example 1 and Reference Example 2 using malononitrile and isopentanoyl chloride. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ(ppm): 1.03-1.09 (m, 6H), 1.99-2.13 (m, 1H), 2.54 (d, J=7.6, 2H), 4.15 (s, 3H).

(Cyclopropylmethoxymethylene)methane-1,1-dicarbonitrile was synthesized in the same manner as Reference Example 1 and Reference Example 2 using malononitrile and cyclopropanecarbonyl chloride. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 1.10-1.22 (m, 4H), 2.10-2.22 (m, 1H), 4.27 (s, 3H).

[(2-Bromophenyl)methoxymethylene]methane-1,1-dicarbonitrile was synthesized in the same manner as Reference Examples 1 and 2 using 2-bromobenzoyl chloride. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 263.0, 265.3 (M+H, C₁₁H₇BrN₂O)

Reference Example 3 Synthesis of methyl 3-amino-4-cyanopyrrole-2-carboxylate

After dissolving dimethyl 2-aminomalonate (25.0 g) in methanol (300 mL), a solution of ethoxymethylene-malononitrile (16.6 g) and triethylamine (15.1 g) in methanol (50 mL) was added. The reaction mixture was stirred at room temperature for 18 hours and then cooled to 0° C., and a mixed solution of 28% sodium methoxide/methanol (31.5 g) and methanol (50 mL) was added dropwise thereto over a period of 10 minutes. The reaction mixture was stirred at room temperature for 49 hours and then cooled to 0° C., and acetic acid (10.3 g) was added. The solvent was distilled off under reduced pressure, ethyl acetate (200 mL) and water (200 mL) were added to the residue and extraction was performed with ethyl acetate. A saturated aqueous sodium bicarbonate solution was added to the organic layer until it exhibited a pH of 8, and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to obtain the title compound (13.7 g, 61%) as a brown solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.77 (s, 3H), 5.52 (brs, 2H), 7.29 (s, 1H), 11.70 (brs, 1H).

ESI/MS m/e: 199.2 (M⁺+H, C₇H₇N₃O₂)

Reference Example 4 Synthesis of N-{2-[(2,2-dicyanovinyl)amino]ethyl}(4-fluorophenyl)carboxamide

After adding acetonitrile (100 mL) and ethoxymethylenemalononitrile (4.5 g) to N-(2-aminoethyl)(4-fluorophenyl)carboxamide hydrochloride (8.3 g), a solution of triethylamine (4.5 g) in acetonitrile (20 mL) was added thereto. After stirring at room temperature for 15 minutes, the solvent was distilled off under reduced pressure, water and ethyl acetate were added to the residue, and the mixture was stirred. The precipitated solid was filtered out to obtain the crude title compound (6.5 g) as a brown solid.

ESI/MS m/e: 259.2 (M⁺+H, C₁₃H₁₁FN₄O)

Reference Example 5 Synthesis of (methoxyphenylmethylene)methane-1,1-dicarbonitrile

Trimethylorthobenzoic acid (5.01 g) and malononitrile (2.18 g) were added to acetic anhydride (50 mL) and the mixture was heated to reflux for 4 hours. After confirming complete consumption of the trimethylorthobenzoic acid by thin-layer chromatography (hexane/ethyl acetate=3/1), the mixture was cooled to room temperature and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1→3/1) to obtain the title compound (3.44 g, yield: 68%) as a light yellow oil. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 3.93 (s, 3H), 7.48-7.65 (m, 5H).

ESI/MS m/e: 185.0 (M⁺+H, C₁₁H₈N₂O)

Reference Example 6 Synthesis of [(methylaminol phenylmethylene]methane-1,1-dicarbonitrile

A 40% methanol solution (15 mL) containing methylamine was added to a solution of (methoxyphenylmethylene)methane-1,1-dicarbonitrile (3.44 g) in ethanol (50 mL), and the mixture was stirred for 10 minutes at room temperature and then for 1 hour while heating to reflux. After cooling to room temperature, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1→1/1) to obtain the title compound (2.74 g, yield: 80%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

H-NMR (400 MHz, CDCl₃) δ (ppm): 2.65 (d, J=4.9 Hz, 1.3H), 3.21 (d, J=5.1 Hz, 1.7H), 7.44-7.58 (m, 5H), 8.97-9.03 (m, 2H).

ESI/MS m/e: 184.2 (M⁺+H, C₁₁H₉N₃)

[(Methylamino)methylene]methane-1,1-dicarbonitrile was synthesized in the same manner using (ethoxymethylene)methane-1,1-dicarbonitrile and methylamine. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 1.95 (s, 3H), 7.87 (s, 1H), 8.94 (brs, 1H).

[(Methylamino)ethylidene)methane-1,1-dicarbonitrile was synthesized in the same manner using (ethoxyethylidene)methane-1,1-dicarbonitrile and methylamine. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 1.08 (s, 0.8H), 2.15 (s, 2.2H), 2.89 (s, 2.1H), 3.07 (s, 0.9H), 8.69 (brs, 1H).

{[Benzylamino]methylene}methane-1,1-dicarbonitrile was synthesized in the same manner using (ethoxymethylene)methane-1,1-dicarbonitrile and benzylamine. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 1.44 (s, 2H), 7.28-7.39 (s, 5H), 8.09 (s, 1H), 9.60 (brs, 1H).

{[(4-Chlorophenyl)amino]methylene}methane-1,1-dicarbonitrile was synthesized in the same manner using (ethoxymethylene)methane-1,1-dicarbonitrile and 4-chloroaniline. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 7.44 (s, 4H), 8.50 (s, 1H), 11.15 (s, 1H).

N-(2-{[2,2-dicyano-1-(1-methylpyrrol-2-yl)vinyl]amino}ethyl)(tert-butoxy)carboxamide was synthesized in the same manner using [methoxy(1-methylpyrrol-2-yl)methylene]methane-1,1-dicarbonitrile and tert-butyl N-(2-aminoethyl)carbamate. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 316.1 (M⁺+H, C₁₆H₂₁N₅O₂)

N-{2-[(2,2-dicyano-1-(2-furyl)vinyl)amino]ethyl}(tert-butoxy)carboxamide was synthesized in the same manner using (2-furylmethoxymethylene)methane-1,1-dicarbonitrile and tert-butyl N-(2-aminoethyl)carbamate. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 303.4 (M⁺+H, C₁₅H₁₈N₄O₃)

N-(2-{[2,2-dicyano-1-(3-methyl(2-furyl))vinyl]amino}ethyl)(tert-butoxy)carboxamide was synthesized in the same manner using [methoxy(3-methyl(2-furyl))methylene]methane-1,1-dicarbonitrile and tert-butyl N-(2-aminoethyl)carbamate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CD₃OD) δ (ppm): 1.43(S, 9H), 2.23 (brs, 3H), 3.23-3.34 (brs, 4H), 3.75 (brs, 1H), 6.52 (s, 1H), 7.70 (brs, 1H).

ESI/MS m/e: 317.4 (M⁺+H, C₁₆H₂₀N₄O₃)

N-(2-{[2,2-dicyano-1-(3-methyl(2-thienyl))vinyl) aminoethyl)(tert-butoxy)carboxamide was obtained in the same manner using [methoxy(3-methyl(2-thienyl))methylene]methane-1,1-dicarbonitrile and tert-butyl N-(2-aminoethyl)carbamate. The ESI/MS data for this compound are shown below.

ESI/MS m/e: (M⁺+H, C₁₆H₂₀N₄O₂S) (tert-Butoxy)-N-(2-{[1-(3-chloro(2-thienyl))-2,2-dicyanovinyl]aminolethyl)carboxamide was obtained in the same manner using [(3-chloro(2-thienyl))methoxymethylene) methane-1,1-dicarbonitrile and tert-butyl N-(2-aminoethyl)carbamate. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 352.9 (M⁺+H, C₁₅H₁₇ClN₄O₂S)

N-{3-[(2,2-dicyano-1-(2-furyl)vinyl)amino]propyl}(tert-butoxy)carboxamide was synthesized in the same manner using (2-furylmethoxymethylene)methane-1,1-dicarbonitrile and tert-butyl N-(2-aminopropyl)carbamate. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 317.3 (M⁺+H, C₁₆H₂₀N₄O₃)

Reference Example 7 Synthesis of methyl 3-amino-4-cyano-1-methyl-5-phenylpyrrole-2-carboxylate

[(Methylamino)phenylmethylene]methane-1,1-dicarbonitrile (3.00 g) and anhydrous potassium carbonate (4.51 g) were added to acetonitrile (200 mL). A solution of methyl bromoacetate (3.09 mL) in acetonitrile (10 mL) was added thereto, and the mixture was heated to reflux for 3 hours. After cooling the mixture to room temperature, it was allowed to stand, the supernatant was separated by decantation, and the solvent was distilled off under reduced pressure. The concentrated residue was combined with the solid portion remaining after decantation, ethyl acetate and water were added, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. After filtering off the magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was recrystallized (hexane/ethyl acetate=1/1) to obtain the title compound (1.15 g) as a white solid. The recrystallized residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1→2/1) to obtain the title compound (1.21 g, (total of 2.36 g with the recrystallized portion), yield: 56%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 3.72 (s, 3H), 3.89 (s, 3H), 4.95 (brs, 2H), 7.42-7.51 (m, 5H).

ESI/MS m/e: 256.2 (M⁺+H, C₁₄H₁₃N₃O₂)

Methyl 3-amino-4-cyano-1-methylpyrrole-2-carboxylate was synthesized in the same manner using [(methylamino)methylene]methane-1,1-dicarbonitrile. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 2.80 (s, 3H), 3.86 (s, 3H), 4.86 (brs, 2H), 5.91 (s, 1H).

Methyl 3-amino-4-cyano-1,5-dimethylpyrrole-2-carboxylate was synthesized in the same manner using [(methylamino)ethylidene)methane-1,1-dicarbonitrile. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 2.30 (s, 3H), 3.71 (s, 3H), 3.84 (s, 3H), 4.84 (brs, 2H).

Methyl 3-amino-4-cyano-1-benzylpyrrole-2-carboxylate was synthesized in the same manner using {[benzylamino]methylene}methane-1,1-dicarbonitrile. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 3.79 (s, 3H), 4.91 (brs, 2H), 5.37 (s, 2H), 6.98 (s, 1H), 7.10-7.12 (m, 2H), 7.30-7.36 (m, 3H).

Methyl 3-amino-1-(4-chlorophenyl)-4-cyanopyrrole-2-carboxylate was synthesized in the same manner using {[(4-chlorophenyl)amino]methylene}methane-1,1-dicarbonitrile. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 3.68 (s, 3H), 5.03 (brs, 2H), 7.04 (s, 1H), 7.18-7.20 (m, 2H), 7.39-7.41 (m, 2H).

Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-(1-methylpyrrol-2-yl)pyrrole-2-carboxylate was synthesized in the same manner using N-(2-{[2,2-dicyano-1-(1-methylpyrrol-2-yl)vinyl]amino}ethyl)(tert-butoxy)carboxamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 388.3 (M⁺+H, C₁₉H₂₅N₅O₄)

Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-(2-furyl)pyrrole-2-carboxylate was synthesized in the same manner using N-{2-[(2,2-dicyano-1-(2-furyl)vinyl)aminoethyl}(tert-butoxy)carboxamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 375.3 (M⁺+H, C₁₈H₂₂N₄O₅)

Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino) ethyl}-4-cyano-5-(3-methyl(2-furyl))pyrrole-2-carboxylate was synthesized in the same manner using N-(2-{[2,2-dicyano-1-(3-methyl(2-furyl))vinyl]amino}ethyl)(tert-butoxy)carboxamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHZ, CD₃OD) δ (ppm): 1.33 (s, 9H), 2.15 (s, 3H), 3.24-3.34 (m, 2H), 3.87 (s, 3H), 4.28 (m, 2H), 6.48 (s, 1H), 7.62 (s, 1H).

ESI/MS m/e: 389.4 (M⁺+H, C₁₉H₂₄N₄O₅)

Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino) ethyl}-4-cyano-5-(3-methyl(2-thienyl))pyrrole-2-carboxylate was synthesized in the same manner using N-(2-{[2,2-dicyano-1-(3-methyl(2-thienyl))vinyl]amino}ethyl)(tert-butoxy)carboxamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: (M⁺+H, C₁₉H₂₄N₄O₄S) Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-5-(3-chloro(2-thienyl))-4-cyanopyrrole-2-carboxylate was synthesized in the same manner using (tert-butoxy)-N-(2-{[1-(3-chloro(2-thienyl))-2,2-dicyanovinyl]amino}ethyl)carboxamide. The ESIIMS data for this compound are shown below.

ESI/MS m/e: 425.2 (M⁺+H, C₁₈H₂₁ClN₄O₄S)

Methyl 3-amino-4-cyano-1-{2-((4-fluorophenyl)carbonylamino]ethyl}pyrrole-2-carboxylate was synthesized in the same manner using N-{2-[(2,2-dicyanovinyl)amino]ethyl}(4-fluorophenyl)carboxamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.52 (m, 2H), 3.74 (s, 3H), 4.30 (m, 2H), 5.83 (brs, 2H), 7.29 (m, 2H), 7.45 (s, 1H), 7.84 (m, 2H), 8.52 (m, 1H).

ESI/MS m/e: 331.2 (M⁺+H, C₁₆H₁₅FN₄O₃)

Methyl 3-amino-1-{3-[(tert-butoxy)carbonylamino]propyl}-4-cyano-5-(2-furyl)pyrrole-2-carboxylate was synthesized in the same manner using N-{3-[(2,2-dicyano-1-(2-furyl)vinyl)amino]propyl}(tert-butoxy)carboxamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 389.4 (M⁺+H, C₁₉H₂₄N₄O₅)

Reference Example 8 Synthesis of methyl 3-amino-1-{2[(tert-butoxy)carbonylaminolethyl}-4-cyano-5-phenylpyrrole-2-carboxylate

tert-Butyl N-(2-aminoethyl)carbamate (10.6 g) was added to a solution of (methoxyphenylmethylene)methane-1,1-dicarbonitrile (10.4 g) in acetonitrile (350 mL), and the mixture was stirred for 10 minutes. Anhydrous cesium carbonate (65.1 g) and methyl bromoacetate (13.5 mL) were added, and the mixture was heated to reflux for 1 hour. After cooling the mixture to room temperature, it was allowed to stand, the supernatant was separated by decantation, and the solvent was distilled off under reduced pressure. The concentrated residue was combined with the solid portion remaining after decantation, ethyl acetate and water were added, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. After filtering off the magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate 2/1) to obtain the title compound (20.6 g, yield: 95%) as a yellow transparent oil. The NMR and ESI/MS data for this compound-are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 1.35 (s, 9H), 3.30-3.31 (m, 2H), 3.90 (s, 3H), 4.30 (t, J=5.7, 2H), 4.40 (brs, 1H), 4.96 (brs, 2H), 7.41-7.52 (m, 5H).

ESI/MS m/e: 385.3 (M⁺+H, C₂₀H₂₄N₄O₄)

Reference Example 9 Synthesis of methyl 3-amino-1-{2-[(tert-butoxy]carbonylaminolethyl}-4-cyanopyrrole-2-carboxylate

After dissolving ethoxymethylenemalononitrile (5.1 g) and tert-butyl N-(aminoethyl)carbamate (7.5 g) in acetonitrile (50 mL), a solution of triethylamine (830 mg) in acetonitrile (50 mL) was added and the mixture was stirred for 10 minutes at room temperature. After confirming complete consumption of the ethoxymethylene-malononitrile by thin-layer chromatography (hexane/ethyl acetate=1/1), the solvent was distilled off under reduced pressure. Acetonitrile(160 mL) and cesium carbonate (26.7 g) were added to the residue, and then a solution of methyl bromoacetate (12.9 g) in acetonitrile (12 mL) was added dropwise over a period of 30 minutes. The mixture was heated to reflux for 90 minutes and then cooled to room temperature, the supernatant was separated by decantation, and the solvent was distilled off under reduced pressure. The concentrated residue was combined with the solid portion remaining after decantation, ethyl acetate and water were added, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine in that order and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the resultant brown oil (17.9 g) was purified by silica gel column chromatography (hexane/ethyl acetate=3/2) to obtain the title compound (9.3 g, 74%).

Reference Example 10 Synthesis of ethyl 3-[4-amino-3-cyano-5-(methoxycarbonyl)-2-phenylpyrrolyl]propionate

After dissolving (methoxyphenylmethylene)methane-1,1-dicarbonitrile (15.10 g) and β-alanine ethyl ester hydrochloride (15.11 g) in acetonitrile (300 mL), triethylamine (23.00 mL) was added and the mixture was stirred for 10 minutes at room temperature. After confirming complete consumption of the (methoxyphenyl-methylene)methane-1,1-dicarbonitrile by thin-layer chromatography (hexane/ethyl acetate=3/1), the solvent was distilled off under reduced pressure. Ethyl acetate and water were added to the residue, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. After filtering off the magnesium sulfate, the solvent was distilled off under reduced pressure. Acetonitrile (700 mL) and anhydrous cesium carbonate (53.65 g) were added to the residue. Methyl bromoacetate (16.00 mL) was added thereto and the mixture was heated to reflux for 40 minutes. After cooling the mixture to room temperature, it was allowed to stand, the supernatant was separated by decantation, and the solvent was distilled off under reduced pressure. The residue was combined with the solid portion remaining after decantation, ethyl acetate and water were added, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. After filtering off the magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was passed through a chromatography column packed with a small amount of silica gel (elution with dichloromethane), for removal of the highly polar impurities, to obtain the title compound as a crude product (35.31 g).

Reference Example 11 Synthesis of (phenyl{[2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl]amino}methylene)methane-1,1-dicarbonitrile

After dissolving (methoxyphenylmethylene)methane-1,1-dicarbonitrile (5.02 g) and aminoethanol (2.05 g) in methanol (50 mL), the solution was stirred for 10 minutes at room temperature. The solvent was distilled off under reduced pressure, a solution was prepared in tetrahydrofuran, and the solvent was distilled off under reduced pressure again to total distillation of the methanol. The residue was dissolved in tetrahydrofuran (60 mL), and then imidazole (3.87 g) and tert-butyldimethylsilyl chloride (7.39 g) were added thereto and the mixture was stirred for 8 hours at room temperature. After distilling off the solvent under reduced pressure, ethyl acetate and saturated aqueous ammonium chloride were added to the residue and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. After filtering off the magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1) to obtain the title compound (6.47 g, yield: 73%) as a colorless transparent oil. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 0.098 (s, 6H), 0.93 (s, 9H), 3.24 (m, 2H), 3.64 (t, J=4.88, 2H), 6.65 (brs, 1H), 7.37-7.39 (m, 2H), 7.52-7.54 (m, 3H).

ESI/MS m/e: 328.2 (M⁺+H, C₁₈H₂₅N₃OSi)

Reference Example 12 Synthesis of methyl 3-amino-4-cyano-5-phenyl-1-[2-(1,1,1,2-tetramethyl-1-silapropoxy)ethyl)pyrrole-2-carboxylate

(Phenyl{[2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl]amino}methylene)methane-1,1-dicarbonitrile (6.47 g) and anhydrous cesium carbonate (12.9 g) were added to acetonitrile (150 mL). Methyl bromoacetate (3.8 mL) was added thereto, and the mixture was heated to reflux for 3 hours. After cooling the mixture to room temperature, it was allowed to stand, the supernatant was separated by decantation, and the solvent was distilled off under reduced pressure. The concentrated residue was combined with the solid portion remaining after decantation, ethyl acetate and water were added, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. After filtering off the magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was recrystallized (hexane/ethyl acetate=1/1) to obtain the title compound (5.13 g, yield: 65%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): −0.11 (s, 6H), 0.78 (s, 9H), 3.73 (t, J=5.6, 2H), 3.88 (s, 3H), 4.33 (t, J=5.6, 2H), 4.96 (brs, 2H), 7.47-7.52 (m, 5H).

ESI/MS m/e 400.3 (M⁺+H, C₂₁H₂₉N₃O₃Si)

Methyl 3-amino-4-cyano-5-phenyl-1-[3-(1,1,2,2-tetramethyl-1-silapropoxy)propyl]pyrrole-2-carboxylate as synthesized in the same manner as Reference Example 11 and Reference Example 12 using (methoxyphenylmethylene)methane-1,1-dicarbonitrile and 3-amino-1-propanol. The NMR data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): −0.084 (s, 6H), 0.76 (s, 9H), 1.75-1.82 (m, 2H), 3.48 (t, J=6.0, 2H), 3.88 (s, 3H), 4.25 (t, J=7.6, 2H), 4.97 (brs, 2H), 7.40-7.43 (m, 2H), 7.47-7.49 (m, 3H).

Example 1 Synthesis of 5-methyl-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0925)

Methyl 3-amino-4-cyano-1-methyl-5-phenylpyrrole-2-carboxylate (1.74 g) and formamidine acetate (2.84 g) were added to 2-propanol (100 mL) and the mixture was heated to reflux for 72 hours. After cooling to room temperature, the produced precipitate was filtered out and washed with ethanol. This solid was recrystallized from ethanol to obtain the title compound (1.37 g, yield: 80%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.95 (s, 3H), 7.61-7.67 (m, 5H), 8.01 (s, 1H), 12.43 (brs, 1H).

ESI/MS m/e: 251.1 (M⁺+H, C₁₄H₁₀N₄O)

Example 2 Synthesis of 5-methyl-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0592)

5-Methyl-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (101.8 mg) was added to phosphorus oxychloride (2 mL) and the mixture was heated to reflux at 100° C. for 1 hour. After cooling to room temperature, the excess phosphorus oxychloride was distilled off under reduced pressure. The residue was dissolved in 2-propanol (2 mL), thiourea (47 mg) was added and the mixture was heated to reflux at 100° C. for 1 hour. After cooling to room temperature, the solvent was distilled off under reduced pressure. The residue was recrystallized from ethanol to obtain the title compound (80.3 mg, yield: 74%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 4.22 (s, 3H), 7.63-7.70 (m, 5H), 8.16 (d, J=3.7, 1H), 13.7 (brs, 1H).

ESI/MS m/e: 267.1 (M⁺+H, C₁₄H₁₀N₄S)

Example 3 Synthesis of 5-(2-hydroxyethyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0181)

Formamide (20 mL) and a 28% solution of sodium methoxide in methanol (20 mL) were added to a solution of methyl 3-amino-4-cyano-5-phenyl-1-[2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl]pyrrole-2-carboxylate (5.00 g) in dimethylsulfoxide (20 mL), and the mixture was heated to reflux at 100° C. for 4 hours. After cooling to room temperature, water (100 mL) and 2 mol/L hydrochloric acid (100 mL) were added to acidify the solution. After stirring the mixture at room temperature for a while, the produced solid was filtered out. It was dissolved in ethanol (100 mL), and then a 4 mol/L hydrochloric acid/1,4-dioxane solution (10 mL) was added, and the mixture was stirred for 1 hour at room temperature. After distilling off the solvent under reduced pressure, the residue was recrystallized (ethanol/ethyl acetate/hexane=1/1/2) to obtain the title compound (2.77 g, yield: 77%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.61 (m, 2H), 4.36 (t, J=5.6, 2H), 4.85 (brs, 1H), 7.59-7.62 (m, 3H), 7.67-7.69 (m, 2H), 8.04 (s, 1H), 12.45 (brs, 1H).

ESI/MS m/e: 281.2 (M⁺+H, C₁₅H₁₂N₄O₂)

Example 4 Synthesis of 5-(3-hydroxyrropyl-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0194)

The title compound was synthesized in the same manner as Example 3 using methyl 3-amino-4-cyano-5-phenyl-1-[3-(1,1,2,2-tetramethyl-1-silapropoxy)propyl]pyrrole-2-carboxylate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.70-1.82 (m, 2H), 3.17-3.27 (m, 2H), 4.35-4.47 (m, 2H), 7.55-7.68 (m, 5H), 8.02 (d, J=1.0, 1H), 12.46 (brs, 1H).

ESI/MS m/e: 295.2 (M⁺+H, C₁₆H₁₄N₄O₂)

Example 5 Synthesis of 5-[3-(methylethoxy)propyl]-6-(4-nitrophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-1077)

The title compound was synthesized in the same manner as Example 3 using methyl 3-amino-4-cyano-1-[3-(methylethoxy)propyl]-5-(4-nitrophenyl)pyrrole-2-carboxylate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 0.75-0.92 (m, 6H), 1.72-1.85 (m, 2H), 3.12 (t, J=5.1, 2H), 3.16-3.26 (m, 1H), 4.46 (t, J=6.8, 2H), 7.96 (dd, J=1.2, J=8.8, 2H), 8.06 (d, J=1.2, 1H), 8.45 (dd, J=1.2, J=8.8, 2H).

ESI/MS m/e: 382.2 (M⁺+H, C₁₉H₁₉N₅O₄)

Example 6 Synthesis of 2-(7-cyano-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)ethylbenzoate (Compound No: 2-05081

5-(2-Hydroxyethyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (200 mg) was dissolved in pyridine (3 mL). Benzoyl chloride (250 μL) was added thereto, and the mixture was stirred for 1 hour at room temperature. Water (1 mL) was added to the reaction solution and the mixture was stirred for 1 hour at room temperature. After slowly adding thereto a 10% aqueous sodium carbonate solution (20 mL), the mixture was further stirred for 1 hour and the produced solid was filtered out. The solid was recrystallized from ethanol/ethyl acetate/hexane (ethanol/ethyl acetate/hexane=1/1/2) to obtain the title compound (209 mg, yield: 76%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 4.46 (t, J=4.8, 2H), 4.81 (t, J=4.8, 2H), 7.44-7.64 (m, 10H), 8.03 (s, 1H), 12.54 (brs, 1H).

ESI/MS m/e: 385.2 (M⁺+H, C₂₂H₁₆N₄O₃)

Example 7 Synthesis of (tert-butoxy)-N-[2-(7-cyano-4-oxo-6-phenyl(3-hydropyrrolo[3,2-d]pyrimidin-5-yl})ethyl]carboxamide (Compound No: 2-0199)

Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-phenylpyrrole-2-carboxylate (19.7 g) and formamidine acetate (53.6 g) were added to 2-propanol (400 mL) and the mixture was heated to reflux for 30 hours. After cooling to room temperature, the solvent was distilled off under reduced pressure. Water was added to the residue, and the produced solid was filtered out and thoroughly washed with water. The solid was recrystallized (ethanol/ethyl acetate/hexane=1/2/1) to obtain the title compound (11.3 g, yield: 58.2%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.22 (s, 9H), 3.16-3.17 (m, 2H), 4.36 (t, J=5.0, 2H), 6.61 (brs, 1H), 7.59 (s, 5H), 8.03 (s, 1H), 12.44 (brs, 1H).

ESI/MS m/e: 380.2 (M⁺+H, C₂₀H₂₁N₅O₃)

Example 8 Synthesis of (tert-butoxy)-N-f2-[7-cyano-6-(1-methylpyrrol-2-yl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide (Compound No: 2-1958)

The title compound was synthesized in the same manner as Example 7 using 3-amino-1-{2-[(tert-butoxy)carbonyl-aminolethyl}-4-cyano-5-(1-methylpyrrol-2-yl)pyrrole-2-carboxylate. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 383.3 (M⁺+H, C₁₉H₂₂N₆O₃)

Example 9 Synthesis of (tert-butoxy)-N-[2-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide (Compound No: 2-1959)

The title compound was obtained in the same manner as Example 7 using methyl 3-amino-1-{2-[(tert-butoxy)carbonylaminolethyl}-4-cyano-5-(2-furyl)pyrrole-2-carboxylate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.21 (s, 9H), 3.31 (brs, 2H), 4.66 (m, 2H), 6.80 (m, 2H), 7.22 (m, 1H), 8.01 (m, 2H), 12.43 (brs, 1H).

ESI/MS m/e: 370.3 (M⁺+H, C₁₈H₁₉N₅O₄)

Example 10 Synthesis of (tert-butoxy)-N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide (Compound No: 2-1960)

The title compound was obtained in the same manner as Example 7 using methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino)ethyl}-4-cyano-5-(3-methyl(2-furyl))pyrrole-2-carboxylate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CD₃OD) δ (ppm): 1.28 (s, 9H), 2.24 (s, 3H), 3.40 (m, 2H), 4.55 (m, 2H), 6.57 (s, 1H), 7.73 (s, 1H), 7.95 (s, 1H).

ESI/MS m/e: 384.4 (M⁺+H, C₁₉H₂₁N₅O₄)

Example 11 Synthesis of (tert-butoxy)-N-{2-[7-cyano-6-(3-methyl(2-thienyll)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl]ethyl}carboxamide (Compound No: 2-1961)

The title compound was synthesized in the same manner as Example 7 using methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-(3-methyl(2-thienyl))pyrrole-2-carboxylate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.22 (s, 9H), 2.17 (s, 3H), 3.23 (brs, 2H), 4.23-4.37 (brs, 2H), 6.60 (m, 1H), 7.13 (d, J=5.2, 11), 7.83 (d, J=4.9, 1H), 8.03 (m, 1H), 12.47 (brs, 1H).

ESI/MS m/e: 400.2 (M⁺+H, C₁₉H₂₁N₅O₃S)

Example 12 Synthesis of (tert-butoxy)-N-{2-[6-(3-chloro(2-thienyl))-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide (Compound No: 2-1962)

The title compound was obtained in the same manner as Example 7 using methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-5-(3-chloro(2-thienyl))-4-cyanopyrrole-2-carboxylate. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 420.2 (M⁺+H, C₁₈H₁₈ClN₅O₃S)

Example 13 Synthesis of (tert-butoxy)-N-[3-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]carboxamide (Compound No: 2-1963)

The title compound was synthesized in the same manner as Example 7 using methyl 3-amino-1-{3-((tert-butoxy)carbonylamino]propyl}-4-cyano-5-(2-furyl)pyrrole-2-carboxylate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.35 (s, 9H), 1.84 (m, 2H), 2.92 (m, 2H), 4.64 (m, 2H), 6.82 (m, 2H), 7.18 (m, 1H), 7.98-8.08 (m, 2H), 12.45 (brs, 1H).

ESI/MS m/e: 384.5 (M⁺+H, C₁₉H₂₁N₅O₄)

Example 14 Synthesis of N-[2-(7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl](4-fluorophenyl)carboxamide (Compound No: 2-1952)

After adding a 28% solution of sodium methoxide in methanol (40 mL) to a suspension of methyl 3-amino-4-cyano-1-{2-[(4-fluorophenyl)carbonylamino]ethyl}pyrrole-2-carboxylate (7.9 g) in formamide (40 mL), the mixture was stirred for 80 minutes at 100° C. After cooling to 0° C., 2 mol/L hydrochloric acid (45 mL) was added and the precipitated solid was filtered out to obtain the title compound (5.8 g, 74%). The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.68 (m, 2H), 4.53 (m, 2H), 7.27 (m, 2H), 7.79 (m, 2H), 7.97 (s, 1H), 8.14 (s, 1H), 8.53 (m, 1H).

ESI/MS m/e: 326.2 (M⁺+H, C₁₆H₁₂FN₅O₂)

Example 15 Synthesis of (tert-butoxy]-N-[2-(7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide (Compound No: 2-1964)

A methyl 3-amino-1-{2-[(tert-butoxy)carbonylaminoethyl}-4-cyanopyrrole-2-carboxylate crude product (9.3 g), formamidine acetate (78.3 g) and 2-propanol (200 mL) were combined, and the mixture was heated to reflux for 14 hours. After cooling to room temperature, the supernatant was collected and concentrated under reduced pressure. This was mixed with the residue, and then ethyl acetate and water were added and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine in that order and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound as a crude product (1.69 g). The ESI/MS data for this compound are shown below.

ESI/MS m/e: 304.2 (M⁺+H, C₁₄H₁₇N₅O₃)

Example 16 Synthesis of N-[2-(7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide (Compound No: 2-1953)

1,4-Dioxane (50 mL), a 4 mol/L hydrochloric acid/dioxane solution (5.6 mL) and methanol (10 mL) were added to a (tert-butoxy)-N-[2-(7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide crude product (1.69 g), the mixture was heated to 60° C., methanol (10 mL) was added and the mixture was stirred for 90 minutes. A 4 mol/L hydrochloric acid/dioxane solution (2 mL) and methanol (10 mL) were added, the mixture was stirred for 1 hour, and the solvent was distilled off under reduced pressure. N,N-dimethylformamide (100 mL) and triethylamine (1.7 g) were added to the residue, a solution of benzoyl chloride (1.6 g) in N,N-dimethylformamide (20 mL) was added thereto and the mixture was stirred for 1 hour. After cooling to 0° C., water and ethyl acetate were added and extraction was performed 3 times with ethyl acetate. The solvent was distilled off under reduced pressure, ethyl acetate and hexane were added to the residue, and the precipitated solid was filtered out to obtain the title compound (1.0 g, 59%). The ESI/MS data for this compound are shown below.

ESI/MS m/e: 308.1 (M⁺+H, C₁₆H₁₃N₅O₂)

Example 17 Synthesis of N-[2-(6-chloro-7-cyano-4-oxo(3-hydroryrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide (Compound No: 2-1954)

N,N-dimethylformamide (30 mL) and N-chlorosuccinimide (1.3 g) were added to N-[2-(7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide (1.0 g), and the mixture was stirred for 13 hours at room temperature. After adding 30 mL of water, the mixture was cooled to 0° C. The precipitated solid was filtered out to obtain the title compound (980 mg, 87%). The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.64-3.73 (m, 2H), 4.60-4.67 (m, 2H), 7.37-7.56 (m, 3H), 7.64-7.74 (m, 2H), 8.02 (s, 1H), 8.54-8.60 (m, 1H), 12.6 (brs, 1H).

ESI/MS m/e: 342.1 (M⁺+H, C₁₆H₁₂ClN₅O₂)

Example 18 Synthesis of N-[2-(6-chloro-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide (Compound No: 2-1896)

Phosphorus oxychloride (55 g) was added to N-[2-(6-chloro-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide (300 mg), and the mixture was heated to reflux for 30 minutes. After concentration under reduced pressure, toluene was added to the residue and the mixture was further concentrated under reduced pressure. 2-Propanol (20 mL) and thiourea (77 mg) were added to the residue and the mixture was heated to reflux for 30 minutes. The solvent was distilled off under reduced pressure, ethyl acetate and water were added to the residue, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine in that order and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound as a crude product (411 mg). The ESI/MS data for this compound are shown below.

ESI/MS m/e: 358.1 (M⁺+H, C₁₆H₁₂ClN₅OS)

Example 19 Synthesis of 5-f3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0845)

After dissolving ethoxymethylenemalononitrile (10.2 g) in acetonitrile (200 mL), 3-isopropoxypropylamine (9.8 g) was added thereto and the mixture was stirred for 10 minutes. Cesium carbonate (68 g) and methyl bromoacetate (32 g) were added and the mixture was heated to reflux for 30 minutes. After cooling to room temperature, the supernatant was separated by decantation, and the solvent was distilled off under reduced pressure. The concentrated residue was combined with the solid portion remaining after decantation, ethyl acetate and water were added, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with saturated brine and then dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was dissolved in ethyl acetate and passed through a silica gel, and then ethyl acetate (200 mL) was added for elution. The eluate was concentrated under reduced pressure to obtain a methyl 3-amino-4-cyano-1-[3-(methylethoxy)propyl]pyrrole-2-carboxylate crude product as a brown oil.

Dimethylsulfoxide (70 mL), formamide (70 mL) and a 28% solution of sodium methoxide in methanol (70 mL) were added thereto and the mixture was stirred at 100° C. for 10 hours. After cooling to room temperature, water (300 mL) and 2 mol/L hydrochloric acid (100 mL) were added to adjust the reaction solution to a pH of 4. After cooling the reaction solution to 0° C., the precipitated solid was filtered out. Ethanol (150 mL) was added to the solid, and the mixture was heated to dissolution and cooled to 0° C. The precipitated solid was filtered out to obtain the title compound (12.3 g, 57%) as light brownish crystals. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 261.4 (M⁺+H, C₁₃H₁₆N₄O₂)

Example 20 Synthesis of 6-chloro-5-[3-(methylethoxy]propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0861)

N,N-dimethylformamide (50 mL) and N-chlorosuccinimide (6.5 g) were added to 5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo(3,2-d]pyrimidine-7-carbonitrile (4.3 g), and the mixture was stirred for 3 days at room temperature. After adding 200 mL of water, extraction was performed twice with ethyl acetate. The organic layer was washed with saturated brine and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure to obtain the crude title compound as a brown solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 295.3 (M⁺+H, C₁₃H₁₅ClN₄O₂)

Example 21 Synthesis of 5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0527)

Phosphorus oxychloride (25 g) was added to the crude 6-chloro-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile, and the mixture was heated to reflux for 30 minutes. After concentration under reduced pressure, 2-propanol (100 mL) and thiourea (2.1 g) were added to the residue and the mixture was heated to reflux for 30 minutes. The solvent was distilled off under reduced pressure, water (200 mL) was added and extraction was performed twice with ethyl acetate. The organic layer was washed with saturated brine and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained brown oil was purified by silica gel column chromatography (hexane/ethyl acetate=7/3) to obtain the title compound (2.1 g, 42%) as a light yellow solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 311.2 (M⁺+H, C₁₃H₁₅ClN₄OS)

Example 22 Synthesis of 5-(2-aminoethyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-0151)

(tert-Butoxy)-N-[2-(7-cyano-4-oxo-6-phenyl(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide (8.01 g) was dissolved in a mixed solution of ethanol (50 mL) and 1,4-dioxane (50 mL), and then a 4 mol/L hydrochloric acid/1,4-dioxane solution (50 mL) was added. After stirring for 1 hour at room temperature, the solvent was distilled off under reduced pressure and the residue was recrystallized (ethanol/ethyl acetate=1/2) to obtain the title compound (6.15 g, yield: 92%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.11-3.15 (m, 2H), 4.52 (t, J=6.8, 2H), 7.64 (s, 5H), 8.09 (brs, 3H), 12.7 (brs, 1H).

ESI/MS m/e: 280.1 (M⁺+H, C₁₅H₁₃N₅O)

Example 23 Synthesis of 5-(2-aminoethyl)-6-(2-furyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-0791)

The title compound was obtained in the same manner as Example 22 using (tert-butoxy)-N-[2-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 270.1 (M⁺+H, C₁₃H₁₁N₅O₂)

Example 24 Synthesis of 5-(2-aminoethyl)-6-(3-methyl(2-furyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-0792)

The title compound was obtained in the same manner as Example 22 using (tert-butoxy)-N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 284.4 (M⁺+H, C₁₄H₁₃N₅O₂)

Example 25 Synthesis of 5-(2-aminoethyl)-6-(3-methyl(2-thienyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-0793)

The title compound was obtained in the same manner as Example 22 using (tert-butoxy)-N-{2-[7-cyano-6-(3-methyl(2-thienyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 300.2 (M⁺+H, C₁₄H₁₃N₅OS)

Example 26 Synthesis of 5-(2-aminoethyl)-6-(3-chloro(2-thienyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-0794)

The title compound was obtained in the same manner as Example 22 using (tert-butoxy)-N-{2-(6-(3-chloro(2-thienyl))-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl}carboxamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 320.0 (M⁺+H, C₁₃H₁₀ClN₅OS)

Example 27 Synthesis of 5-(2-aminoethyl)-6-methyl-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-0790)

The title compound was synthesized in the same manner as Example 22 using (tert-butoxy)-N-[2-(7-cyano-6-methyl-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.49 (s, 3H), 3.10-3.30 (m, 2H), 4.40-4.65 (m, 2H), 7.93 (s, 1H), 8.23 (brs, 1H), 12.48 (brs, 1H).

ESI/MS m/e: 218.1 (M⁺+H, C₁₀H₁₁N₅O)

Example 28 Synthesis of 5-[2-aminoethyl)-6-(2,6-difluorophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-0796)

The title compound was synthesized in the same manner as Example 22 using N-{2-[6-(2,6-difluorophenyl)-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}(tert-butoxy)carboxamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.05-3.20 (m, 2H), 4.40-4.55 (m, 2H), 7.40-7.55 (m, 2H), 7.78-7.90 (m, 1H), 8.05-8.30 (m, 4H), 12.79 (brs, 1H).

ESI/MS m/e: 316.1 (M⁺+H, C₁₅H₁₁F₂N₅O)

Example 29 Synthesis of 5-(2-aminoethyl)-6-(1-methylpyrrol-2-yl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-0795)

The title compound was synthesized in the same manner as Example 22 using (tert-butoxy)-N-{2-[7-cyano-6-(1-methylpyrrol-2-yl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.05-3.22 (m, 2H), 3.59 (s, 3H), 4.51 (brs, 2H), 6.20-6.35 (m, 1H), 6.48-6.60 (m, 1H), 7.10-7.23 (m, 1H), 7.90-8.18 (m, 4H), 12.67 (brs, 1H).

ESI/MS m/e: 283.1 (M⁺+H, C₁₄H₁₄N₆O)

Example 30 Synthesis of 5-(3-aminopropyl)-6-(2-furyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-10811

The title compound was synthesized in the same manner as Example 22 using (tert-butoxy)-N-[3-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]carboxamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 284.5 (M⁺+H, C₁₄H₁₃N₅O₂)

Example 31 Synthesis of N-[2-(7-cyano-4-oxo-6-phenyl(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide (Compound No: 2-1663)

Trifluoroacetic anhydride (26.6 g) was added to a solution of 5-(2-aminoethyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (4.00 g) in tetrahydrofuran (150 mL), the mixture was cooled to 0° C., and triethylamine (53 mL) was slowly added dropwise. The reaction mixture was stirred for 4 hours at room temperature, methanol was added dropwise to quench the reaction, and the solvent was distilled off under reduced pressure. Ethyl acetate and water were added to the residue and extraction was performed with ethyl acetate. The organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate and filtered. The solvent was distilled off under reduced pressure, and the produced solid was filtered out, washed with a small amount of methanol, and collected. The solvent of the filtrate was removed in vacuo again and the produced solid was collected and washed in the same manner and combined with the previously collected solid to obtain the title compound (3.69 g, yield: 78%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.34 (m, 2H), 4.53 (m, 2H), 7.54-7.62 (m, 5H), 8.06 (s, 1H), 9.30 (m, 1H), 12.56 (s, 1H).

ESI/MS m/e: 376.1 (M⁺+H, C₁₇H₁₂F₃N₅O₂)

Example 32 Synthesis of N-[2-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide (Compound No: 2-1692)

The title compound was obtained in the same manner as Example 31 using 5-(2-aminoethyl)-6-(2-furyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.65 (m, 2H), 4.80 (m, 2H), 6.80 (m, 1H), 7.20 (d, J=3.4, 1H), 7.94-8.06 (m, 2H), 9.44 (m, 1H), 12.58 (s, 1H) ESI/MS m/e: 366.4 (M⁺+H, C₁₅H₁₀F₃N₅O₃)

Example 33 Synthesis of N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-1664)

The title compound was obtained in the same manner as Example 31 using 5-(2-aminoethyl)-6-(3-methyl(2-furyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=7.852 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.11 (s, 3H), 3.53 (m, 2H), 4.52 (m, 2H), 6.64 (s, 1H), 7.86 (s, 1H), 8.04 (s, 1H), 9.35 (m, 1H), 12.53 (brs, 1H).

ESI/MS m/e: 380.2 (M⁺+H, C₁₆H₁₂F₃N₅O₃)

Example 34 Synthesis of N-{2-[7-cyano-6-(3-methyl(2-thienyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-1665)

The title compound was obtained in the same manner as Example 31 using 5-(2-aminoethyl)-6-(3-methyl(2-thienyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 396.1 (M⁺+H, C₁₆H₁₂F₃N₅O₂S)

Example 35 Synthesis of N-{2-[6-(3-chloro(2-thienyl))-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-1666)

The title compound was obtained in the same manner as Example 31 using 5-(2-aminoethyl)-6-(3-chloro(2-thienyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 416.1 (M⁺+H, C₁₅H₉ClF₃N₅O₂S)

Example 36 Synthesis of N-{2-[6-(2,6-difluorophenyl)-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-1715)

The title compound was synthesized in the same manner as Example 31 using 5-(2-aminoethyl)-6-(2,6-difluorophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.48-3.58 (m, 2H), 4.30-4.40 (m, 2H), 7.41 (t, J=8.3, 2H), 7.73-7.85 (m, 1H), 8.09 (s, 1H), 12.65 (brs, 1H).

ESI/MS m/e: 412.0 (M⁺+H, C₁₇H₁₁F₅N₅O₂)

Example 37 Synthesis of N-{2-(7-cyano-6-methyl-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-1691)

The title compound was synthesized in the same manner as Example 31 using 5-(2-aminoethyl)-6-methyl-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.35 (s, 3H), 3.58-3.70 (m, 2H), 4.48-4.60 (m, 2H), 7.99 (s, 1H), 9.56 (brs, 1H), 12.44 (brs, 1H).

ESI/MS m/e: 314.1 (M⁺+H, C₁₂H₁₀F₃N₅O₂)

Example 38 Synthesis of N-[2-(7-cyano-6-cyclopropyl-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide (Compound No: 2-1668)

The title compound was synthesized in the same manner as Example 31 using 5-(2-aminoethyl)-6-cyclopropyl-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 0.98-1.25 (m, 4H), 2.15-2.27 (m, 1H), 3.18-3.33 (m, 2H), 4.65-4.80 (m, 2H), 7.98 (s, 1H), 8.29 (brs, 1H), 12.53 (brs, 1H).

ESI/MS m/e: 340.2 (M⁺+H, C₁₄H₁₂F₃N₅O₂)

Example 39 Synthesis of N-[2-(6-benzo[b]thiophen-2-yl-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide (Compound No: 2-1689)

The title compound was synthesized in the same manner as Example 31 using 5-(2-aminoethyl)-6-benzo[b]thiophen-2-yl-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.15-3.33 (m, 2H), 4.65-4.83 (m, 2H), 7.45-7.70 (m, 2H), 7.80-8.28 (m, 5H), 12.74 (brs, 1H).

ESI/MS m/e: 432.1 (M⁺+H, C₁₉H₁₂F₃N₅O₂S)

Example 40 Synthesis of N-{2-[7-cyano-6-(1-methylpyrrol-2-yl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-1667)

The title compound was synthesized in the same manner as Example 31 using 5-(2-aminoethyl)-6-(1-methylpyrrol-2-yl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 379.2 (M⁺+H, C₁₆H₁₃F₃N₆O₂)

Example 41 Synthesis of N-[2-(4-chloro-7-cyano-6-phenylpyrrolo[3,2-d]pyrimidin-5-yl)]ethyl]-2,2,2-trifluoroacetamide

Phosphorus oxychloride (22.6 g) was added to a solution of N-[2-(7-cyano-4-oxo-6-phenyl(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide (3.69 g) in acetonitrile (50 mL) and the mixture was stirred at 110° C. overnight. The reaction mixture was cooled to room temperature, and the excess phosphorus oxychloride was distilled off under reduced pressure. The residue was dried under vacuum to obtain the title compound as a crude product. The product was used for the following reaction without purification. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 394.1 (M⁺+H, C₁₇H₁₁ClF₃N₅O)

Example 42 Synthesis of N-[2-(4-chloro-7-cyano-6-(2-furyl)pyrrolo[3,2-d]pyrimidin-5-yl)ethyl]-2,2,2-trifluoroacetamide

The title compound was obtained in the same manner as Example 41 using N-[2-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 384.3 (M⁺+H, C₁₅H₉ClF₃N₅O₂)

Example 43 Synthesis of N-{2-[4-chloro-7-cyano-6-(3-methyl(2-furyl))pyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide

The title compound was obtained in the same manner as Example 41 using N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 398.4 (M⁺+H, C₁₆H₁₁ClF₃N₅O₂)

Example 44 Synthesis of N-{2-[4-chloro-7-cyano-6-(3-methyl(2-thienyl))pyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide

The title compound was obtained in the same manner as Example 41 using N-{2-[7-cyano-6-(3-methyl(2-thienyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 414.2 (M⁺+H, C₁₆H₁₁ClF₃N₅₀S)

Example 45 Synthesis of N-{2-[4-chloro-6-(3-chloro(2-thienyl))-7-cyanopyrrolo[3,2-d]pyrimidin-5-yl]ethyl]-2,2,2-trifluoroacetamide

The title compound was obtained in the same manner as Example 41 using N-{2-[6-(3-chloro(2-thienyl))-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 434.1 (M⁺+H, C₁₅H₈Cl₂F₃N₅OS)

Example 46 Synthesis of N-{2-[4-chloro-7-cyano-6-(1-methylpyrrol-2-yl)pyrrolo[3,2-d]pyrimidin-5-yl]}ethyl}-2,2,2-trifluoroacetamide

The title compound was synthesized in the same manner as Example 41 using N-{2-[7-cyano-6-(1-methylpyrrol-2-yl)-4-oxo(3-hydropyrrolo[3,2-d)pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 397.3 (M⁺+H, C₁₆H₁₂ClF₃N₆O)

Example 47 Synthesis of N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide (Compound No: 2-0600)

Thiourea (2.99 g) was added to a solution of crude N-[2-(4-chloro-7-cyano-6-phenylpyrrolo[3,2-d]pyrimidin-5-yl)]ethyl]-2,2,2-trifluoroacetamide in 1,4-dioxane (100 mL) and 2-propanol (20 mL), and the mixture was stirred at 80° C. for 4 hours. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. Ethyl acetate and water were added to the residue and extraction was performed with ethyl acetate. The organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate and filtered. The solvent was distilled off under reduced pressure, and then a small and sufficient amount of hexane was added to the residue and the produced solid was filtered, washed with a small amount of methanol, and collected. The solvent of the filtrate was again distilled off under reduced pressure, and the produced solid was filtered and washed in the same manner and combined with the previously collected solid to obtain the title compound (4.24 g, quantitative yield) as a white solid. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=9.171 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.43 (m, 2H), 5.03 (brs, 2H), 7.61 (m, 5H), 8.24 (s, 1H), 9.21 (m, 1H), 13.88 (brs, 1H).

ESI/MS m/e: 392.1 (M⁺+H, C₁₁H₁₂F₃N₅OS)

Example 48 Synthesis of N-[2-(7-cyano-6-(2-furyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide (Compound No: 2-1804)

The title compound was synthesized in the same manner as Example 47 using N-[2-(4-chloro-7-cyano-6-(2-furyl)pyrrolo[3,2-d]pyrimidin-5-yl)ethyl]-2,2,2-trifluoroacetamide. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=8.592 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.60 (m, 2H), 5.35 (brs, 2H), 6.83 (m, 1H), 7.30 (m, 1H), 8.06 (s, 1H), 8.19 (m, 1H), 9.36 (m, 1H), 13.83 (brs, 1H)

ESI/MS m/e: 382.3 (M⁺+H, C₁₅H₁₀F₃N₅O₂S)

Example 49 Synthesis of N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-0601)

The title compound was synthesized in the same manner as Example 47 using N-{2-[4-chloro-7-cyano-6-(3-methyl(2-furyl))pyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=9.215 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.12 (s, 3H), 3.55 (m, 2H), 5.03 (brs, 2H), 6.66 (s, 1H), 7.92 (s, 1H), 8.23 (s, 1H), 9.28 (m, 1H), 13.91 (s, 1H)

ESI/MS m/e: 396.5 (M⁺+H, C₁₆H₁₂F₃N₅O₂S)

Example 50 Synthesis of N-(2-{7-cyano-6-(3-methyl(2-thienyl))-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-06021)

The title compound was synthesized in the same manner as Example 47 using N-{2-[4-chloro-7-cyano-6-(3-methyl(2-thienyl))pyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.18 (s, 3H), 3.50 (brs, 2H), 4.70 (brs, 1H), 5.21 (brs, 1H), 7.16 (d, J=5.1, 1H), 7.91 (d, J=5.1, 1H), 8.22 (s, 1H), 9.29 (m, 1H), 13.89 (s, 1H).

ESI/MS m/e: 412.1 (M⁺+H, C₁₆H₁₂F₃NsOS₂)

Example 51 Synthesis of N-{2-[6-(3-chloro(2-thienyl))-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-0603)

The title compound was synthesized in the same manner as Example 47 using N-{2-[4-chloro-6-(3-chloro(2-thienyl))-7-cyanopyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.54 (brs, 2H), 4.51 (brs, 1H), 5.41 (brs, 1H), 7.39 (m, 1H), 8.16 (m, 1H), 8.24 (s, 1H), 9.31 (m, 1H), 13.97 (brs, 1H).

ESI/MS m/e: 432.1 (M⁺+H, C₁₅H₉ClF₃N₅OS₂)

Example 52 Synthesis of N-{2-[7-cyano-6-(1-methylpyrrol-2-yl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-0604)

The title compound was synthesized in the same manner as Example 47 using N-{2-[4-chloro-7-cyano-6-(1-methylpyrrol-2-yl)pyrrolo[3,2-d]pyrimidin-5-yl]}ethyl}-2,2,2-trifluoroacetamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 395.2 (M⁺+H, C₁₆H₁₃F₃N₆OS)

Example 53 Synthesis of 5-(2-aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0441)

A 5 mol/L aqueous sodium hydroxide solution (4.34 mL) was added dropwise to a solution of N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide (4.24 g) in dioxane (100 mL) and methanol (10 mL), and the mixture was stirred for 2 hours at room temperature. A 1 mol/L hydrochloric acid was added to the reaction mixture for neutralization. The solvent was distilled off under reduced pressure, a saturated aqueous sodium bicarbonate solution was added in excess to the residue, and the produced solid was filtered out. The filtered solid was washed with a sufficient amount of water to obtain the title compound (2.69 g, yield: 84%) as a white solid.

The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=4.983 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.88 (m, 2H), 4.94 (m, 2H), 7.62 (m, 5H), 8.21 (s, 1H).

ESI/MS m/e: 296.1 (M⁺+H, C₁₅H₁₃N₅S)

Example 54 Synthesis of 5-(2-aminoethyl)-6-(2-furyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0455)

The title compound was synthesized in the same manner as Example 53 using N-[2-(7-cyano-6-(2-furyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=4.405 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.30 (m, 2H), 5.30 (m, 2H), 6.86 (m, 1H), 7.42 (d, J=3.7, 1H), 8.12 (m, 1H), 8.20 (s, 1H), 9.36 (brs, 2H).

ESI/MS m/e: 286.2 (M⁺+H, C₁₃H₁₁N₅OS)

Example 55 Synthesis of 5-(2-aminoethyl)-6-(3-methyl(2-furyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0456)

The title compound was synthesized in the same manner as Example 53 using N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=4.966 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.17 (s, 3H), 3.34 (m, 2H), 4.94 (m, 2H), 6.71 (s, 1H), 7.99 (s, 1H), 8.24 (m, 1H), 14.00 (brs, 1H).

ESI/MS m/e: 300.3 (M⁺+H, C₁₄H₁₃N₅OS)

Example 56 Synthesis of 5-(2-aminoethyl)-6-(3-methyl(2-thienyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0457)

The title compound was synthesized in the same manner as Example 53 using N-{2-[7-cyano-6-(3-methyl(2-thienyl))-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=5.197 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.18 (s, 3H), 2.92 (brs, 2H), 4.64 (brs, 1H), 5.17 (brs, 1H), 7.17 (d, J=5.1, 1H), 7.88 (d, J=4.9, 1H), 8.19 (s, 1H).

ESI/MS m/e: 316.1 (M⁺+H, C₁₄H₁₃N₅S₂)

Example 57 Synthesis of 5-(2-aminoethyl)-6-(3-chloro(2-thienyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0458)

The title compound was synthesized in the same manner as Example 53 using N-{2-[6-(3-chloro(2-thienyl))-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=5.357 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.31 (brs, 2H), 4.52 (brs, 1H), 5.35 (brs, 1H), 7.39 (d, J=5.4, 1H), 8.13 (d, J=5.4, 1H), 8.20 (s, 1H)

ESI/MS m/e: 336.1 (M⁺+H, C₁₃H₁₀ClN₅S₂)

Example 58 Synthesis of 5-(3-aminopropyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-05031)

The title compound was synthesized in the same manner as Example 53 using N-[3-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]-2,2,2-trifluoroacetamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.90-2.10 (m, 2H), 2.50-2.63 (m, 2H), 4.85 (t, J=7.0, 2H), 7.60-7.80 (m, 5H), 8.03 (brs, 3H), 8.22 (d, J=3.7, 1H), 13.96 (brs, 1H).

ESI/MS m/e: 310.2 (M⁺+H, C₁₆H₁₅N₅S)

Example 59 Synthesis of 5-(2-aminoethyl)-6-(2,6-difluorophenyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0460)

The title compound was synthesized in the same manner as Example 53 using N-{2-[6-(2,6-difluorophenyl)-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.06 (t, J=7.1, 2H), 3.20-3.50 (m, 3H), 4.89 (t, J=6.8, 2H), 7.49 (t, J=8.3, 2H), 7.76-7.93 (m, 1H), 8.27 (s, 1H).

ESI/MS m/e: 332.0 (M⁺+H, C₁₅H₁₁F₂N₅S)

Example 60 Synthesis of 5-(2-aminoethyl)-6-methyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0454)

The title compound was synthesized in the same manner as Example 53 using N-[2-(7-cyano-6-methyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl)-2,2,2-trifluoroacetamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.56 (s, 3H), 3.13-3.27 (m, 2H), 4.92-5.06 (m, 2H), 8.08 (s, 1H), 8.49 (brs, 3H), 13.79 (brs, 1H).

ESI/MS m/e: 234.2 (M⁺+H, C₁₀H₁₁N₅S)

Example 61 Synthesis of 5-(2-aminoethyl)-6-(1-methylpyrrol-2-yl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0459)

The title compound was synthesized in the same manner as Example 31, Example 41, Example 47 and Example 53 using 5-(2-aminoethyl)-6-(1-methylpyrrol-2-yl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.06-3.25 (m, 2H), 3.61 (s, 3H), 3.75-4.10 (m, 2H), 6.27-6.35 (m, 1H), 6.55-6.65 (m, 1H), 7.17-7.25 (m, 1H), 8.08-8.35 (m, 4H), 13.98 (brs, 1H).

ESI/MS m/e: 299.1 (M⁺+H, C₁₄H₁₄N₆S)

Example 62 Synthesis of 5-(2-aminoethyl)-6-cyclopropyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0440)

The title compound was synthesized in the same manner as Example 41, Example 47 and Example 53 using N-[2-(7-cyano-6-cyclopropyl-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.05-1.35 (m, 4H), 2.25-2.37 (m, 1H), 3.25-3.47 (m, 5H), 5.15-5.28 (m, 2H), 8.19 (s, 1H).

ESI/MS m/e: 260.2 (M⁺+H, C₁₂H₁₃N₅S)

Example 63 Synthesis of 5-(2-aminoethyl)-6-benzo[b]thiophen-2-yl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0453)

The title compound was synthesized in the same manner as Example 41, Example 47 and Example 53 using N-[2-(6-benzo[b]thiophen-2-yl-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.44-2.54 (m, 2H), 3.22-3.28 (m, 2H), 5.08-5.18 (m, 2H), 7.48-7.60 (m, 2H), 8.00 (s, 1H), 8.03-8.20 (m, 2H), 8.27 (s, 1H).

ESI/MS m/e: 352.0 (M⁺+H, C₁₇H₁₃N₅S₂)

Example 64 Synthesis of N-[3-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]-2,2,2-trifluoroacetamide (Compound No: 2-1955)

The title compound was synthesized in the same manner as Example 31 using 5-(3-aminopropyl)-6-(2-furyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 380.4 (M⁺+H, C₁₆H₁₂F₃N₅O₃)

Example 65 Synthesis of N-[3-(4-chloro-7-cyano-6-(2-furyl)pyrrolo[3,2-d]pyrimidin-5-yl)propyl]-2,2,2-trifluoroacetamide

The title compound was synthesized in the same manner as Example 41 using N-[3-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]-2,2,2-trifluoroacetamide. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 398.3 (M⁺+H, C₁₆H₁₁ClF₃NsO₂)

Example 66 Synthesis of N-[3-(7-cyano-6-(2-furyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yll)propyl]-2,2,2-trifluoroacetamide (Compound No: 2-1805)

The title compound was synthesized in the same manner as Example 47 using N-[3-(4-chloro-7-cyano-6-(2-furyl)pyrrolo[3,2-d]pyrimidin-5-yl)propyl]-2,2,2-trifluoroacetamide. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=8.987 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.04 (m, 2H), 3.21 (m, 2H), 5.12 (m, 2H), 6.87 (m, 1H), 7.30 (d, J=3.7, 1H), 8.09 (s, 1H), 8.16 (s, 1H), 9.50 (m, 1H), 13.80 (s, 1H).

ESI/MS m/e: 396.5 (M⁺+H, C₁₆H₁₂F₃N₅O₂S)

Example 67 Synthesis of 5-(3-aminopropyl)-6-(2-furyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-1082)

The title compound was synthesized in the same manner as Example 53 using N-[3-(7-cyano-6-(2-furyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]-2,2,2-trifluoroacetamide. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=4.966 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.00 (m, 2H), 2.74 (m, 2H), 5.44 (brs, 2H), 6.82 (m, 1H), 7.24 (d, J=3.6, 1H), 8.03-8.15 (m, 2H).

ESI/MS m/e: 300.2 (M⁺+H, C₁₄H₁₃NrOS)

Example 68 Synthesis of N-[2-(7-cyano-4-oxo-6-phenyl(3-hydropyrrolo[-3,2-d]pyrimidin-5-yl))ethyl]benzamide (Compound No: 2-0007)

5-(2-Aminoethyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (40 mg) and pyridine (1 mL) were added to N,N-dimethylformamide (1 mL). Benzoyl chloride (44 μL) was added thereto and the mixture was stirred for 1 hour at room temperature. Water (1 mL) was added to the reaction solution and the mixture was stirred for 1 hour at room temperature. A 10% aqueous sodium carbonate solution (10 mL) was slowly added thereto, the mixture was further stirred at room temperature for 1 hour, and the produced solid was filtered out. It was then recrystallized (ethanol/ethyl acetate/hexane=1/1/2) to obtain the title compound (34 mg, yield: 70%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.47-3.51 (m, 2H), 4.54 (t, J=5.3, 2H), 7.35-7.56 (m, 10H), 8.03 (s, 1H), 8.32 (t, J=6.0, 1H), 12.47 (brs, 1H).

ESI/MS m/e: 384.2 (M⁺+H, C₂₂H₁₇N₅O₂)

Example 69 Synthesis of N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yll)ethyl]benzamide (Compound No: 2-0558)

A solution of 5-(2-aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (30 mg) in N,N-dimethylformamide (2.5 mL) was added to benzoyl chloride (29 mg), and then triethylamine (0.3 mL) was added and the mixture was stirred for 3 hours at room temperature. Water (0.3 mL) was added to the reaction solution, the mixture was further stirred for 2 hours at room temperature, and the solvent was distilled off under reduced pressure. The residue was purified by preparative HPLC to obtain the title compound (8 mg, yield: 20%) as a white solid. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=8.944 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.51 (m, 2H), 5.06 (brs, 2H), 7.31-7.54 (m, 10H), 8.22 (m, 2H), 13.84 (brs, 1H).

ESI/MS m/e: 400.5 (M⁺H, C₂₂H₁₇N₅OS)

Example 70 Synthesis of 3-({N-[2-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)ethyl]carbamoyl}amino)benzoic acid (Compound No: 2-1777)

A solution of 5-(2-aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (40 mg) in N,N-dimethylformamide (0.5 mL) and tetrahydrofuran (1 mL) was added to methyl 3-isocyanatobenzoate (35 mg), and then triethylamine (0.5 mL) was added and the mixture was stirred for 2 hours at room temperature. The solvent was distilled off under reduced pressure, and the residue was purified by preparative HPLC to obtain the reaction product. Dioxane (3 mL) and a 1 mol/L aqueous sodium hydroxide solution (0.5 mL) were added thereto, the mixture was stirred overnight at room temperature, and acetic acid was added until the solution reached neutral to quench the reaction. The solvent was distilled off under reduced pressure and the residue was purified by preparative HPLC to obtain the title compound (9.8 mg, 2-steps yield: 16%) as a white solid. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=7.685 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.37 (m, 2H), 4.93 (brs, 2H), 5.92 (m, 1H), 7.27-7.47 (m, 8H), 7.56 (d, J=7.3, 1H), 7.79 (s, 1H), 8.22 (s, 1H), 8.46 (s, 1H), 13.84 (brs, 1H).

ESI/MS m/e: 459.4 (M⁺+H, C₂₃H₁₁N₆O₃S)

Example 71 Synthesis of (2-amino-5-methylphenyl)-N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide (Compound No: 2-0635)

A solution of 5-(2-aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (20 mg) in N,N-dimethylformamide (2 mL) was added to 2-amino-5-methylbenzoic acid (10 mg), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (52 mg) and N-hydroxybenzotriazole (9 mg), and then triethylamine (0.3 mL) was added and the mixture was stirred for 5 hours at room temperature. Water (0.2 mL) was added to the reaction solution and stirring was continued overnight at room temperature. The solvent was distilled off under reduced pressure, and the residue was purified by preparative HPLC to obtain the title compound (8.9 mg, yield: 16%) as a white solid. The HPLC retention-time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=7.941 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.16 (s, 3H), 3.47 (m, 2H), 5.05 (brs, 2H), 6.67 (d, J=8.0, 1H), 7.02 (m, 2H), 7.41-7.55 (m, 5H), 8.01 (brs, 1H), 8.22 (s, 1H), 13.83 (brs, 1H).

ESI/MS m/e: 429.3 (M⁺+H, C₂₃H₂₀N₆OS)

Example 72 Synthesis of 5-[2-(2,4-dioxo(1,3-dihydroquinazolin-3-yl))ethyl]-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 2-1849)

Triphosgene (57 mg) and triethylamine (0.5 mL) were added to a solution of (2-aminophenyl)-N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide (20 mg) in dichloromethane (2 mL), and the mixture was stirred for 2 hours at 50° C. The reaction mixture was cooled to room temperature, N,N-dimethylformamide (0.5 mL) and water (0.05 mL) were added, and the mixture was stirred for 30 minutes at room temperature. The solvent was distilled off under reduced pressure, and the residue was purified by preparative HPLC to obtain the title compound (5.3 mg, yield: 25%) as a white solid. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=8.402 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 4.19 (m, 2H), 5.37 (m, 2H), 7.08 (m, 4H), 7.28 (m, 1H), 7.48 (m, 1H), 7.62 (d, J=8.0, 1H), 7.70 (s, 1H), 7.82 (m, 2H), 8.26 (d, J=3.6, 1H), 13.90 (s, 1H).

ESI/MS m/e: 441.2 (M⁺+H, C₂₃H₁₆N₆O₂S)

Example 73 Synthesis of 6-(3-methyl(2-thienyl))-4-oxo-5-[2-(quinazolin-4-ylamino)ethyl]-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 2-1951)

4-chloroquinazoline (206 mg) was added to a solution of 5-(2-aminoethyl)-6-(3-methyl(2-thienyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (200 mg) in acetonitrile (4 mL), and the mixture was stirred for 8 hours at 90° C. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. The residue was purified by preparative HPLC to obtain the title compound (88 mg, yield: 49%) as a white solid. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=5.735 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.84 (s, 3H), 3.98 (brs, 2H), 4.62 (brs, 1H), 4.95 (brs, 1H), 6.80 (d, J=5.2, 1H), 7.61 (d, J=5.1, 1H), 7.74-7.84 (m, 2H), 8.05 (m, 2H), 8.13 (d, J=8.3, 1H), 8.65 (s, 1H), 9.94 (brs, 1H), 12.57 (brs, 1H).

ESI/MS m/e: 428.2 (M⁺+H, C₂₂H₁₇N₇OS)

Example 74 Synthesis of 5-[2-(1,3-dioxoisoindolin-2-yl)ethyl]-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0501)

Phthalic anhydride (40 mg) was added to a solution of 5-(2-aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (20 mg) in acetic acid (2 mL), and the mixture was stirred for 3 hours at 100° C. The reaction solution was cooled to room temperature, water (0.3 mL) was added and the mixture was stirred for about 30 minutes at room temperature, after which the solvent was distilled off under reduced pressure. The residue was purified by preparative HPLC to obtain the title compound (18 mg, yield: 63%) as a white solid. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time=9.542 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.82 (m, 2H), 5.26 (brs, 2H), 7.18 (d, J=7.6, 2H), 7.25 (t, J=7.8, 2H), 7.45 (m, 1H), 7.70 (m, 2H), 7.82 (m, 2H), 8.23 (s, 1H), 13.88 (brs, 1H).

ESI/MS m/e: 426.2 (M⁺+H, C₂₃H₁₅N₅O₂S)

Example 75 Synthesis of N-(2-{4-[(3,3-dimethyl-3-silabutoxy)methylthiol-7-cyano-6-phenylpyrrolo[3,2-d]pyrimidin-5-yl}ethyl)-2,2,2-trifluoroacetamide

A solution of N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide (2.50 g) in tetrahydrofuran (60 mL) solution was cooled to 0° C. under a nitrogen atmosphere, triethylamine (10 mL) was added thereto, and then 2-(chloromethoxy)ethyltrimethylsilane was added dropwise. The reaction system was returned to room temperature and stirred overnight, and methanol was added to quench the reaction. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1) to obtain the title compound (1.37 g, yield: 41%) as a oil. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 522.3 (M⁺+H, C₂₃H₂₆F₃N₅O₂SSi)

Example 76 Synthesis of 5-[2-(methylamino)ethyl]-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-1083)

A solution of N-(2-{4-[(3,3-dimethyl-3-silabutoxy)methylthio]-7-cyano-6-phenylpyrrolo[3,2-d]pyrimidin-5-yl}ethyl)-2,2,2-trifluoroacetamide (520 mg) in N,N-dimethylformamide (15 mL) was cooled to 0° C. under a nitrogen atmosphere, and then sodium hydride (60 mg) was added. After stirring for 30 minutes at 0° C., methyl iodide (0.124 mL) was added dropwise. The mixture was further stirred for 1 hour at 0° C., and acetic acid was added until the solution reached neutral to quench the reaction. An excess of ethyl acetate and water were added to the reaction solution and extraction was performed with ethyl acetate. The organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate and filtered. The solvent was distilled off under reduced pressure, a mixed solvent of trifluoroacetic acid and dichloromethane (1:5) (20 mL) was added to the residue and the mixture was stirred for 2 hours at room temperature and then for 4 hours at 60° C. The reaction mixture was cooled to room temperature, ethyl acetate and saturated aqueous sodium bicarbonate were added and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The title compound (253 mg, 3-steps yield: 82%) was obtained as a white solid from the obtained residue by reaction in the same manner as Example 53. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.99 (s, 3H), 2.77 (m, 2H), 4.95 (m, 2H), 7.66 (m, 6H), 8.22 (s, 1H).

ESI/MS m/e: 310.2 (M⁺+H, C₁₆H₁₅N₅S)

Example 77 Synthesis of 4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0001)

A 28% solution of sodium methoxide in methanol (50 mL) was added to a suspension of methyl 3-amino-4-cyanopyrrole-2-carboxylate (12.5 g) in formamide (100 mL). The reaction mixture was stirred for 23 hours at 100° C. and then cooled to 0° C., and then 2 mol/L hydrochloric acid (140 mL) was added. The precipitated solid was filtered out to obtain the title compound as a crude product (12.9 g). The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 7.97 (s, 1H), 8.18 (s, 1H).

ESI/MS m/e: 161.1 (M⁺+H, C₇H₄N₄O)

Example 78 Synthesis of 6-bromo-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0004)

N-bromosuccinimide (36.6 g) was added to a suspension of the crude 4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (12.9 g) in N,N-dimethylformamide (500 mL). The reaction mixture was stirred for 20 hours, water (1 L) was added and the mixture was cooled to 0° C. The precipitated solid was filtered out to obtain the title compound (9.8 g, 54%) as a light brown solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 7.99 (s, 1H), 12.44 (brs, 1H).

ESI/MS m/e: 239.1 (M⁺+H, C₇H₃BrN₄O)

Example 79 Synthesis of 6-(2-methoxyphenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0038)

6-Bromo-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (71.7 mg), 2-methoxyphenylboronic acid (137 mg), palladium acetate (3.4 mg), a 0.005 mol/L triphenylphosphine/2-propanol solution (3 mL) and a 0.2 mol/L aqueous sodium carbonate solution (3 mL) were added to a reactor filled with nitrogen gas, and then the reactor was refilled with nitrogen gas and sealed (the 2-propanol and water used were degassed). The reaction mixture was stirred for 10 hours at 100° C., the insoluble matter was filtered out while the reaction solution was still hot, and the filtrate was concentrated under reduced pressure. The obtained crude product was purified by preparative HPLC to obtain the title compound (25.8 mg, 32%) as a light yellow solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.85 (s, 3H), 7.09-7.14 (m, 1H), 7.21-7.23 (m, 1H), 7.51-7.55 (m, 2H), 8.00 (s, 1H), 12.33 (brs, 1H), 13.15 (brs, 1H).

ESI/MS m/e: 267.1 (M⁺+H, C₁₄H₁₀N₄O₂)

Example 80 Synthesis of 6-(2-methoxyphenyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-00039)

N,N-dimethylaniline (10.7 mg) and phosphorus oxychloride (338 mg) were added to a suspension of 6-(2-methoxyphenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (19.6 mg) in acetonitrile (2 mL). The reaction mixture was stirred for 3 hours at 100° C. and then cooled to room temperature, and the solvent was distilled off under reduced pressure. 1,4-Dioxane (1 mL), 2-propanol (1 mL) and thiourea (14.0 mg) were added to the residue and the mixture was stirred for 1 hour at 100° C. After cooling to room temperature. the solvent was distilled off under reduced pressure. The obtained crude product was purified by preparative HPLC to obtain the title compound (6.1 mg, 29%) as a light yellow solid.

The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.86 (s, 3H), 7.11-7.16 (m, 1H), 7.23-7.25 (m, 1H), 7.52-7.61 (m, 2H), 8.18 (s, 1H), 13.19 (brs, 1H), 13.77 (brs, 1H).

ESI/MS m/e: 283.2 (M⁺+H, C₁₄H₁₀N₄OS)

Example 81 Synthesis of 6-(3-hydroxyphenyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0698)

6-Bromo-4-oxo-3-hydropyrrolo-[3,2-d]pyrimidine-7-carbonitrile (23.9 mg), 3-(methoxymethoxy)phenylboronic acid (36.4 mg), palladium acetate (1.1 mg), a 0.005 mol/L triphenylphosphine/2-propanol solution (1 mL) and a 0.2 mol/L aqueous sodium carbonate solution (1 mL) were added to a reactor filled with nitrogen gas, and then the reactor was refilled with nitrogen gas and sealed (the 2-propanol and water used were degassed). The reaction mixture was stirred for 90 minutes at 100° C., the insoluble matter was filtered out while the reaction solution was still hot, and the filtrate was concentrated under reduced pressure. Phosphorus oxychloride (2 mL) and N,N-dimethylaniline (14.5 mg) were added to the concentrated residue, and the mixture was stirred for 1 hour at 100° C., cooled to room temperature and concentrated under reduced pressure. 1,4-Dioxane (1 mL), 2-propanol (1 mL) and thiourea (11.4 mg) were added to the concentrated residue, and the mixture was stirred for 1 hour at 100° C. The insoluble matter was filtered out while the reaction solution was still hot, and the filtrate was concentrated under reduced pressure. The obtained crude product was purified by preparative HPLC to obtain the title compound (0.5 mg, 2%) as a light yellow solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 269.1 (M⁺+H, C₁₃H₈N₄OS)

Example 82 Synthesis of 3-(7-cyano-4-thioxo-3-hydropyrrolo[4,5-d]pyrimidin-6-yl)benzoic acid (Compound No: 1-0687)

The title compound was synthesized in the same manner as Example 81 using 3-(methoxycarbonyl)phenylboronic acid. The HPLC retention time and ESI/MS data for this compound are shown below.

HPLC retention time: 6.13 (min)

ESI/MS m/e: 297.5 (M⁺+H, C₁₄H₆N₄O₂S)

Example 83 Synthesis of 4-(7-cyano-4-thioxo-3-hydropyrrolo[4,5-d]pyrimidin-6-yl)benzoic acid (Compound No: 1-0688)

The title compound was synthesized in the same manner as Example 81 using 4-(methoxycarbonyl)phenylboronic acid. The HPLC retention time and ESI/MS data for this compound are shown below.

HPLC retention time: 5.95 (min)

ESI/MS m/e: 297.4 (M⁺+H, C₁₄H₈N₄O₂S)

Example 84 Synthesis of 6-(2-aminophenyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0753)

The title compound was synthesized in the same manner as Example 81 using 2-[(tert-butoxy)carbonylamino]phenylboronic acid. The HPLC retention time and ESI/MS data for this compound are shown below.

HPLC retention time: 4.72 (min)

ESI/MS m/e: 268.5 (M⁺+H, C₁₃H₉N₅S)

Example 85 Synthesis of 6-[3-(aminomethyl)phenyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0743)

The title compound was synthesized in the same manner as Example 81 using 3-{[(tert-butoxy) carbonylamino]methyl}phenyl]boronic acid. The HPLC retention time and ESI/MS data for this compound are shown below.

HPLC retention time: 3.87 (min)

ESI/MS m/e: 282.5 (M⁺+H, C₁₄H₁₁N₅S)

Example 86 Synthesis of N-{2-[7-cyano-6-(2-fluorophenyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl]benzamide (Compound No: 2-1956)

The title compound was synthesized in the same manner as Example 81 using N-[2-(6-chloro-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide and 2-fluorophenylboronic acid. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time: 9.00 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.55 (m, 2H), 4.69 (m, 1H), 5.27 (m, 1H), 7.11 (m, 1H), 7.25 (m, 1H), 7.34 (m, 1H), 7.42 (m, 2H), 7.50-7.65 (m, 4H), 8.21-8.33 (m, 2H), 13.91 (brs, 1H).

ESI/MS m/e: 418.2 (M⁺+H, C₂₂H₁₆FN₅OS)

Example 87 Synthesis of N-{2-[7-cyano-6-(4-ethoxyphenyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}benzamide (Compound No: 2-1957)

The title compound was synthesized in the same manner as Example 81 using N-[2-(6-chloro-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide and 4-ethoxyphenylboronic acid. The HPLC retention time and NMR and ESI/MS data for this compound are shown below.

HPLC retention time: 9.75 (min)

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.35 (t, J=7.1 Hz, 3H), 3.51 (m, 2H), 4.02 (q, J=7.1 Hz, 2H), 5.08 (brs, 2H), 6.84 (m, 2H), 7.30 (m, 2H), 7.41 (m, 2H), 7.49-7.60 (m, 3H), 8.20 (m, 2H), 13.78 (brs, 1H).

ESI/MS m/e: 444.3 (M⁺+H, C₂₄H₂₁N₅O₂S)

Example 88 Synthesis of 6-(2-bromophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-1040)

After dissolving crude [(2-bromophenyl)methoxymethylene]methane-1,1-dicarbonitrile (1.4 g) in methanol, glycine methyl ester hydrochloride (0.80 g) was added and the mixture was stirred at room temperature while slowly adding dropwise a 28% solution of sodium methoxide in methanol (4.0 g). The reaction mixture was heated to reflux for 1 hour and then cooled to room temperature, formamide (2.0 mL) was added and the mixture was further heated to reflux for 12 hours. After adding 50 mL of water and 50 mL of ethyl acetate to the reaction mixture, the product was extracted with ethyl acetate, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to obtain the title compound (55 mg, 3.3%) as a light yellow solid. The HPLC retention time and ESI/MS data for this compound are shown below.

HPLC retention time: 9.6 (min)

ESI/MS m/e: 315.1, 317.1 (M⁺+H, C₁₃H₇BrN₄O)

Example 89 Synthesis of 6-(2-bromophenyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0751)

The title compound was synthesized in the same manner as Example 80 using 6-(2-bromophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile. The HPLC retention time and ESI/MS data for this compound are shown below.

HPLC retention time: 8.2 (min)

ESI/MS m/e: 331.1, 333.2 (M⁺+H, C₁₃H₇BrN₄O)

Example 90 Synthesis of 6-methyl-4-oxo-5-benzyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0309)

Formamide (1 mL) and a 28% solution of sodium methoxide in methanol (1 mL) were added to a solution of methyl 3-amino-4-cyano-1-benzyl-5-methylpyrrole-2-carboxylate (100 mg) in dimethylsulfoxide (2 mL), and the mixture was heated to reflux for 4 hours at 100° C. After cooling to room temperature, water (5 mL) and 2 mol/L hydrochloric acid (5 mL) were added to acidify the solution. After stirring the mixture for a while at room temperature, the produced solid was filtered out. It was then recrystallized (ethanol) to obtain the title compound (68.7 mg, yield: 70%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.39 (s, 3H), 5.74 (s, 2H), 7.10-7.12 (m, 2H), 7.25-7.35 (m, 3H), 7.98 (t, J=3.7, 1H), 12.4 (brs, 1H).

ESI/MS m/e: 265.2 (M⁺+H, C₁₅H₁₂N₄O)

Example 91 Synthesis of 6-(3,5-dihydroxyphenyl)-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0863)

After dissolving 6-[3,5-bis(phenylmethoxy)phenyl]-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (1.06 g) in ethanol (50 mL), palladium-active carbon (700 mg) was added and the mixture was stirred for 3 hours at 50° C. under a hydrogen atmosphere. After cooling to room temperature, the catalyst was filtered off with celite and the solvent was distilled off to obtain the crude title compound (710 mg, yield: 100%) as a light green liquid. The crude product was purified by preparative HPLC to obtain the title compound as a colorless solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 369.3 (M⁺+H, C₁₉H₂₀N₄O₄)

Example 92 Synthesis of 5-acetoxy-3-{7-cyano-5-[3-(methylethoxy)propyl]-4-[(trifluoromethyl)sulfonyloxy]pyrrolo[4,5-d]pyrimidin-6-yl}phenyl acetate

After dissolving 5-acetoxy-3-{7-cyano-5-[3-(methylethoxy)propyl]-4-oxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenylacetate (78.3 mg) in methylene dichloride (2.0 mL), pyridine (48.5 μL) was added dropwise thereto and the mixture was cooled to 0° C. Trifluoromethanesulfonic anhydride (50.5 μL) was added dropwise and the mixture was stirred for 3 hours at room temperature. Water was then added to the reaction solution. The solution was extracted 3 times with ethyl acetate, and the organic layer was washed with saturated brine and dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure. The title compound (116.9 mg, yield: 100%) was obtained as a colorless oil. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 585.4 (M⁺+H, C₂₄H₂₃F₃N₄O₈S)

Example 93 Synthesis of 5-acetoxy-3-[7-cyano-5-[3-(methylethoxy)propyl]-4-thioxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenylacetate (Compound No: 1-1078)

5-acetoxy-3-{7-cyano-5-[3-(methylethoxy)propyl]-4-[(trifluoromethyl)sulfonyloxy]pyrrolo[4,5-d]pyrimidin-6-yl}phenylacetate (116.9 mg) was dissolved in 2-propanol (2.0 mL), and then thiourea (22.8 mg) was added and the mixture was stirred for 2 hours at 100° C. The reaction solution was cooled and water was added thereto. The solution was extracted 3 times with ethyl acetate, and the organic layer was washed with saturated brine and then dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to obtain the title compound (6.0 mg, yield: 6%) as a colorless oil.

ESI/MS m/e: 469.4 (M⁺+H, C₂₃H₂₄N₄O₅S)

Example 94 Synthesis of 6-(3,5-dihydroxyphenyl)-5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0529)

The title compound was obtained in the same manner as Example 53 using 5-acetoxy-3-{7-cyano-5-[3-(methylethoxy)propyl]-4-thioxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenylacetate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 0.88 (d, J=6.1, 6H), 1.79-1.90 (m, 2H), 3.18 (t, J=6.1, 2H), 3.20-3.31 (m, 1H), 4.86 (t, J=6.6, 2H), 6.35-6.47 (m, 3H), 8.17 (d, J=3.6, 1H), 9.77 (brs, 2H), 13.7 (brs, 1H).

ESI/MS m/e: 385.3 (M⁺+H, C₁₉H₂₀N₄O₃S)

Example 95 Synthesis of 6-(4-aminophenyl)-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-0864)

5-[3-(methylethoxy)propyl]-6-(4-nitrophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (0.381 g) was dissolved in ethanol (10 mL), palladium-active carbon (0.038 g) was added, and the mixture was stirred for 2 days at room temperature under a hydrogen atmosphere. The palladium-active carbon was filtered off with celite, and the solvent was distilled off under reduced pressure. After dissolving the residue in ethyl acetate (20 mL) and adding 1 mol/L hydrochloric acid (20 mL), the mixture was stirred and the aqueous layer was separated off. The organic layer was extracted twice with 1 mol/L hydrochloric acid (20 mL) and the aqueous layer was combined with the previous aqueous layer. The combined aqueous layers were washed with a 1:1 mixed solvent of ethyl acetate and hexane, and then the pH was adjusted to 8 with a 5 mol/L aqueous sodium hydroxide solution. The solution was extracted 3 times with ethyl acetate and then dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure. The title compound (0.292 g, yield: 83%) was obtained as a brown solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 352.2 (M⁺+H, C₁₉H₂₁N₅O₂ HCl)

Example 96 Synthesis of N-(4-{7-cyano-5-[3-(methylethoxy)propyl]-4-oxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenyl)-2,2,2-trifluoroacetamide (Compound No: 1-1079)

6-(4-aminophenyl)-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (0.292 g) was suspended in tetrahydrofuran (1.0 mL), trifluoroacetic anhydride (0.344 mL) was added and the mixture was stirred at 0° C. Pyridine (0.403 mL) was added to the solution, and the mixture was stirred for 2 hours at room temperature. Methanol was added to quench the reaction, and the solvent was distilled off under reduced pressure. The residue was diluted with ethyl acetate and water, and then the solution was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine and then dried over magnesium sulfate. After filtering off the magnesium sulfate, the solvent was distilled off under reduced pressure. The title compound (0.338 g, yield: 91%) was obtained as a brown solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 448.4 (M⁺+H, C₂₁H₂₀F₃N₅O₃)

Example 97 Synthesis of N-(4-{4-chloro-7-cyano-5-[3-(methylethoxy)propyl]pyrrolo[4,5-d]pyrimidin-6-yl}phenyl)-2,2,2-trifluoroacetamide

N-(4-{7-cyano-5-[3-(methylethoxy)propyl]-4-oxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenyl)-2,2,2-trifluoroacetamide (36.7 mg) was dissolved in acetonitrile (2.5 mL) and phosphorus oxychloride (5.0 mL), and the mixture was stirred for 2.5 hours at 100° C. The volatile matter was distilled off under reduced pressure to obtain the title compound (0.349 g, yield: 100%) as a brown solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 466.2 (M⁺+H, C₂₁H₁₉ClF₃N₅O₂)

Example 98 Synthesis of N-(4-{7-cyano-5-[3-(methylethoxy)propyl]-4-thioxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenyl)-2,2,2-trifluoroacetamide (Compound No: 1-10801

N-(4-{4-chloro-7-cyano-5-[3-(methylethoxy)propyl]pyrrolo[4,5-d]pyrimidin-6-yl}phenyl)-2,2,2-trifluoroacetamide (0.349 g) was dissolved in 2-propanol (7.5 mL), and then thiourea (0.086 g) was added and the mixture was stirred for 1.5 hours at 100° C. The reaction mixture was cooled and water was added thereto. After filtering out the solid, it was dried under reduced pressure to obtain the title compound (0.344 g, yield:

99%) as a brown solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 464.3 (M⁺+H, C₂₁H₂₀F₃N₅O₂S)

Example 99 Synthesis of 6-(4-aminophenyl)-5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (Compound No: 1-0530)

N-(4-{7-cyano-5-[3-(methylethoxy)propyl]-4-thioxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenyl)-2,2,2-trifluoroacetamide (0.344 g) was dissolved in methanol (5.0 mL), and then a 5 mol/L aqueous sodium hydroxide solution (2.5 mL) was added dropwise and the mixture was stirred for 1 hour at room temperature. After adding 1 mol/L hydrochloric acid to the reaction solution to adjust the pH to about 6, the solvent was distilled off under reduced pressure. The residue was dissolved in methanol, and the solid was filtered off. The filtrate was concentrated under reduced pressure, and the residue was dried under reduced pressure to obtain the title compound (0.299 g, yield: 100%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 0.42 (d, J=6.1, 6H), 1.25-1.42 (m, 2H), 2.62-2.75 (m, 2H), 2.75-2.85 (m, 1H), 3.15 (brs, 3H), 4.41 (t, J=6.6, 2H), 6.30 (d, J=8.3, 2H), 6.85 (d, J=8.6, 2H), 7.67 (d, J=3.7, 2H), 13.84 (brs, 1H).

ESI/MS m/e: 368.4 (M⁺+H, C₁₉H₂₁N₅₀S HCl)

Example 100 Synthesis of 5-[3-(methylethoxy)propyl]-6-{4-[benzylamino]phenyl}-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0531)

6-(4-aminophenyl)-5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (40.4 mg) was dissolved in chloroform (0.9 mL) and acetic acid (0.1 mL), and then benzaldehyde (15.9 mg) was added dropwise and the mixture was stirred for 1 hour at room temperature. Sodium triacetoxyborohydride (42.4 mg) was added to the solution, and reaction was stirreded at room temperature for 5 hours. The reaction solution was concentrated under reduced pressure and the residue was purified by preparative HPLC to obtain the title compound (11.2 mg, yield: 20%) as a white solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 458.3 (M⁺+H, C₂₆H₂₇N₅OS)

Example 101 Synthesis of N-(4-{7-cyano-5-[3-(methylethoxy)propyl]-4-thioxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenyl)-2-methoxyacetamide (Compound No: 1-0536)

6-(4-Aminophenyl)-5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (40.4 mg) was dissolved in N,N-dimethylformamide (1.0 mL), and then methoxyacetyl chloride (41.0 mg) and triethylamine (83.2 μL) were added and the mixture was stirred for 2 hours at room temperature. Water (1.0 mL) and 2 mol/L aqueous sodium hydroxide (100 μL) were added to the solution and the mixture was stirred for 1 hour at room temperature. After adding 1 mol/L hydrochloric acid to the reaction solution to adjust the pH to about 6, the solvent was distilled off under reduced pressure. The residue was purified by preparative HPLC to obtain the title compound (6.7 mg, yield: 14%) as a white solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 440.3 (M⁺+H, C₂₂H₂₅N₅O₃S)

Example 102 Synthesis of 3-[(3,3-dimethyl-3-silabutoxy)methyl]-5-(3-hydroxypropyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile

A suspension of sodium hydride (143 mg) in tetrahydrofuran (12 mL) was cooled to 0° C. A solution of 5-(3-hydroxypropyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (1.00 g) in N,N-dimethylformamide (17 mL) was then added dropwise thereto. After stirring the reaction mixture at room temperature for 1 hour, it was again cooled to 0° C., and a solution of 2-(chloromethoxy)ethyl-trimethylsilane (0.68 mL) in tetrahydrofuran (5 mL) was added dropwise thereto. After stirring the reaction mixture at room temperature for 2 hours, saturated brine (100 mL) was added to the reaction solution. The solution was extracted 3 times with ethyl acetate and then dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to obtain the title compound (1.28 g, yield: 89%) as a colorless viscous oil. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 0.00 (s, 9H), 0.85-0.99 (m, 2H), 1.72-1.87 (m, 2H), 2.50-2.56 (m, 1H), 3.22-3.32 (m, 2H), 3.66 (t, J=8.0, 2H), 4.35-4.50 (m, 2H), 5.45 (s, 2H), 7.60-7.70 (m, 5H), 8.46 (s, 1H).

ESI/MS m/e: 425.3 (M⁺+H, C₂₂H₂₈N₄O₃Si)

Example 103 Synthesis of 3-[(3,3-dimethyl-3-silabutoxy) methyl]-4-oxo-6-phenyl-5-(3-phenoxypropyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile

A solution of triphenylphosphine (191 mg) in tetrahydrofuran (3.0 mL) was cooled to 0° C. Diethyl azodicarboxylate (327 mg, 40% toluene solution) was added dropwise to the solution and the mixture was stirred for 5 minutes. After further adding dropwise a solution of 3-[(3,3-dimethyl-3-silabutoxy)methyl]-5-(3-hydroxypropyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (212 mg) in tetrahydrofuran (1.0 mL), a solution of phenol (71 mg) in tetrahydrofuran (1.0 mL) was also added dropwise and the mixture was stirred for 4 hours at room temperature. Saturated brine was added to quench the reaction, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with saturated brine and then dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel column chromatography (hexane/ethyl acetate=3:1) to obtain the title compound (248 mg, yield: 99%) as a white solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 501.4 (M⁺+H, C₂₈H₃₂N₄O₃Si)

Example 104 Synthesis of 3-{3-[(3,3-dimethyl-3-silabutoxy)methyl]-7-cyano-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidin-5-yl}propyl methylsulfonate

Tetrahydrofuran (10 mL) was cooled to 0° C., methanesulfonyl chloride (186 mg) and triethylamine (333 μL) were added dropwise and the mixture was stirred for 5 minutes at room temperature. The reaction mixture was again cooled to 0° C., a solution of 3-[(3,3-dimethyl-3-silabutoxy)methyl]-5-(3-hydroxypropyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (849 mg) in tetrahydrofuran (10 mL) was added dropwise and the mixture was stirred for 4 hours at room temperature. Saturated brine was added to the reaction solution. Extraction was then performed 3 times with ethyl acetate, and the organic layer was washed with saturated brine and then dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel column chromatography (hexane/ethyl acetate=2:1) to obtain the title compound (891 mg, yield: 89%) as white oil. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 503.4 (M⁺+H, C₂₃H₃₀N₄O₅SSi)

Example 105 Synthesis of 3-[(3,3-dimethyl-3-silabutoxy)methyl]-5-{3-[2-(2-methoxyethyl)ethoxy]propyl}-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile

A suspension of sodium hydride (53 mg) in tetrahydrofuran (3.9 mL) was cooled to 0° C. A solution of 2-(2-methoxyethoxy)ethanol (159 mg) in tetrahydrofuran (2.0 mL) was then added dropwise thereto. After stirring the reaction mixture at 0° C. for 30 minutes, a solution of 3-{3-[(3,3-dimethyl-3-silabutoxy)methyl]-7-cyano-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidin-5-yl}propyl methylsulfonate (445 mg) in tetrahydrofuran (3.0 mL) was added dropwise thereto. The reaction mixture was stirred at room temperature for 15 hours, and saturated brine was added thereto. The solution was extracted 3 times with ethyl acetate and then dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to obtain the title compound (180 mg, yield: 89%) as a colorless rubber substance. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 527.6 (M⁺+H, C₂₇H₃₈N₄O₅Si)

Example 106 Synthesis of 3-[(3,3-dimethyl-3-silabutoxy) methyl]-4-oxo-6-phenyl-5-(3-phenoxypropyl)-3-hydropyrrolo [3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0537)

3-[(3,3-Dimethyl-3-silabutoxy)methyl]-4-oxo-6-phenyl-5-(3-phenoxypropyl)-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (248 mg) was dissolved in a mixed solvent of methylene dichloride (4.0 mL) and trifluoroacetic acid (1.0 mL), and the mixture was stirred for 2 hours at room temperature. The solvent was distilled off under reduced pressure and the residue was purified by preparative HPLC. The purified compound was dissolved in phosphorus oxychloride (2.0 mL) and the mixture was stirred for 1 hour at 100° C. The solvent was distilled off under reduced pressure, the residue was dissolved in 2-propanol (5.0 mL), thiourea (57 mg) was added and the mixture was stirred for 1 hour at 100° C. After cooling the reaction solution, saturated brine was added. The solution was extracted 3 times with ethyl acetate and then washed with saturated brine and dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by preparative HPLC to obtain the title compound (3.2 mg, yield: 2%) as a white solid.

ESI/MS m/e: 387.3 (M⁺+H, C₂₂H₁₈N₄OS)

Example 107 Synthesis of 6-phenyl-5-{2-[benzylamino]ethyl}-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 2-1775)

5-(3-Aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (14.8 mg) was dissolved in chloroform (0.45 mL) and acetic acid (0.05 mL), and then benzaldehyde (8.0 mg) was added dropwise, sodium triacetoxyborohydride (21.2 mg) was added, and reaction was stirred at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure and the residue was purified by preparative HPLC to obtain the title compound (4.9 mg, yield: 20%) as a white solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 386.3 (M⁺+H, C₂₂H₁₉N₅S) CL Example 108

Synthesis of 6-phenyl-5-[2-(3-phenyl(1,2,4-oxadiazol-5-yl))ethyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0495)

Benzamidoxime (27.2 mg) and 1-ethyl-3-(3′-diethylaminopropyl)carbodiimide hydrochloride (38.3 mg) were added to a solution of 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoic acid (32.4 mg) in N,N-dimethylformamide (1.0 mL), and then triethylamine (27.7 μL) was added dropwise and reaction was stirred at room temperature for 2 hours. The reaction solution was then stirred for 2 hours at 100° C., and saturated brine was added thereto. The reaction solution was extracted 3 times with ethyl acetate and then the organic layer was washed with saturated brine and dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure and the residue was purified by preparative HPLC to obtain the title compound (6.1 mg, yield: 14%) as a white solid. The ESI/MS data for this compound are shown below.

ESI/MS m/e: 425.2 (M⁺+H, C₂₃H₁₆N₆OS)

Example 109 Synthesis of 4-chloro-6-phenylpyrrolo[3,2-d]pyrimidine-7-carbonitrile

4-Oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (2.36 g) was dissolved in acetonitrile (20 mL) and phosphorus oxychloride (20 mL) and the mixture was stirred for 7 hours at 100° C. The reaction mixture as cooled to room temperature, and the precipitated solid was filtered out. The solid was washed with acetonitrile to obtain the title compound (2.32 g, yield: 91%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 7.60-7.80 (m, 3H), 7.97-8.13 (m, 2H), 8.82 (s, 1H), 13.73 (brs, 1H).

ESI/MS m/e: 255.2 (M⁺+H, C₁₃H₇ClN₄)

Example 110 Synthesis of ethyl 3-(7-cyano-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoate (Compound No: 4-0004)

Crude ethyl 3-[4-amino-3-cyano-5-(methoxycarbonyl)-2-phenylpyrrolyl]propanoate (35.31 g) and formamidine acetate (215.2 g) were added to 2-propanol (1500 mL), and the mixture was heated to reflux for 40 hours. After cooling to room temperature, the solvent was distilled off under reduced pressure. Water was added to the residue and the insoluble matter was filtered out. The solid was recrystallized (ethyl acetate/hexane=1/5) to obtain the title compound (20.74 g, 3-steps yield from (methoxyphenylmethylene)methane-1,1-dicarbonitrile: 75%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.03 (t, J=7.1, 3H), 2.75 (t, J=7.3, 2H), 3.90 (dd, J=7.1, 2H), 4.54 (t, J=7.3, 2H), 7.61-7.63 (m, 5H), 8.05 (s, 1H), 12.52 (brs, 1H).

ESI/MS m/e: 337.3 (M⁺+H, C₁₉H₁₆N₄O₃)

Example 111 Synthesis of ethyl 3-[7-cyano-6-(3-methyl(2-furyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl]propanoate (Compound No: 4-0328)

The title compound was synthesized in the same manner as Example 110 using ethyl 3-[4-amino-3-cyano-5-(methoxycarbonyl)-2-(3-methyl(2-furyl)pyrrolyl)propanoate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.07 (t, J=7.1, 3H), 2.12 (s, 3H), 2.74 (t, J=7.3, 2H), 3.94 (q, J=7.1, 2H), 4.58 (t, J=7.3, 2H), 6.68 (d, J=2.0, 1H), 7.95 (d, J=1.7, 1H), 8.04 (s, 1H).

ESI/MS m/e: 341.2 (M⁺+H, C₁₇H₁₆N₄O₄S)

Example 112 Synthesis of ethyl 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoate (Compound No: 4-00051)

Phosphorus oxychloride (16.90 g) was added to ethyl 3-(7-cyano-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoate (935.0 mg), and the mixture was stirred for 1 hour at 100° C. After cooling to room temperature, the phosphorus oxychloride was distilled off under reduced pressure. 2-Propanol (40 mL) and thiourea (262.3 mg) were added to the residue and the mixture was heated to reflux for 1 hour. After cooling to room temperature, the solvent was distilled off under reduced pressure. Ethyl acetate and water were added to the residue, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. After filtering off the magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1→2/1) to obtain the title compound (470.5 mg, yield: 48%) as a light yellow solid compound. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.04 (t, J=7.1, 3H), 2.78 (t, J=7.6, 2H), 3.91 (dd, J=7.1, 2H), 4.95 (t, J=8.0, 2H), 7.60-7.70 (m, 5H), 8.22 (s, 1H), 13.9 (brs, 1H)

ESI/MS m/e: 353.1 (M⁺+H, C₁₈H₁₆N₄O₂S)

Example 113 Synthesis of ethyl 3-[7-cyano-6-(3-methyl(2-furyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl]propanoate (Compound No: 4-0329)

The title compound was synthesized in the same manner as Example 112 using ethyl 3-[7-cyano-6-(3-methyl(2-furyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl]propanoate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.10 (t, J=6.6, 3H), 2.15 (s, 3H), 2.87 (t, J=7.6, 2H), 3.97 (q, J=7.1, 2H), 4.96 (t, J=7.3, 2H), 6.71 (s, 1H), 7.99 (s, 1H), 8.20 (d, J=3.6, 1H), 13.90 (brs, 1H).

ESI/MS m/e: 357.2 (M⁺+H, C₁₇H₁₆N₄O₃S

Example 114 Synthesis of 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]-pyrimidin-5-yl)propanecarboxylic acid (Compound No: 4-0001)

Ethyl 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoate (151.4 mg) was dissolved in 1,4-dioxane (4.0 mL), and a 1N aqueous sodium hydroxide solution (4.0 mL) was added while cooling to 0° C. After stirring for 10 minutes at room temperature, 1N aqueous hydrochloric acid (5.0 mL) was added. The precipitated solid was filtered out and washed with water. The solid was dried under reduced pressure to obtain the title compound (134.7 mg, yield: 97%) as a light yellow solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.72 (t, J=7.8, 2H), 4.87 (t, J=7.8, 2H), 7.52-7.60 (m, 5H), 8.22 (s, 1H), 12.38 (brs, 1H), 13.87 (brs, 1H).

ESI/MS m/e: 325.1 (M⁺+H, C₁₆H₁₂N₄O₂S)

Example 115 Synthesis of 3-[7-cyano-6-(3-methyl(2-furyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl]propanoic acid (Compound No: 4-0107)

The title compound was synthesized in the same manner as Example 114 using ethyl 3-[7-cyano-6-(3-methyl(2-furyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl]propanoate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.14 (s, 3H), 2.78-2.90 (m, 2H), 4.82-4.97 (m, 2H), 6.70 (d, J=1.7, 1H), 8.00 (d, J=1.7, 1H), 8.19 (d, J=3.4, 1H), 12.45 (brs, 1H), 13.96 (brs, 1H).

ESI/MS m/e: 329.2 (M⁺+H, C₁₁H₁₂N₄O₃S)

Example 116 Synthesis of 3-(7-cyano-6-cyclopropyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoic acid (Compound No: 4-0092)

The title compound was synthesized in the same manner as Example 114 using ethyl 3-(7-cyano-6-cyclopropyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoate. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.05-1.25 (m, 4H), 2.26 (m, 1H), 2.85 (t, J=7.8, 2H), 5.13 (t, J=7.8, 2H), 8.11 (s, 1H), 12.49 (brs, 1H), 13.69 (brs, 1H).

ESI/MS m/e: 289.2 (M⁺+H, C₁₃H₁₂N₄O₂S)

Example 117 Synthesis of 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)-N-benzylpropanamide propanoate (Compound No: 3-0116)

3-(7-Cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanecarboxylic acid (30.0 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (60.0 mg) and triethylamine (50 μL) were added to dichloromethane (4.0 mL), and the mixture was stirred for 10 minutes at room temperature. Benzylamine (50 μL) was added thereto and stirring was continued for 3 hours at room temperature. Saturated aqueous ammonium chloride solution (4.0 mL) was added to the reaction solution and extraction was performed 3 times with dichloromethane. The organic phase was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. After filtering off the magnesium sulfate from the organic layer, the solvent was distilled off under reduced pressure. The obtained crude product was purified by preparative HPLC to obtain the title compound (20.7 mg, 54%) as a light yellow solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.56 (t, J=7.1, 2H), 4.05 (d, J=5.8, 2H), 4.91 (t, J=7.1, 2H), 7.03 (d, J=6.8, 2H), 7.10-7.25 (m, 3H), 7.53-7.58 (m, 5H), 8.15 (s, 1H), 8.21 (t, J=5.9, 1H), 13.7 (brs, 1H).

ESI/MS m/e: 414.3 (M⁺+H, C₂₃H₁₉N₅OS)

Example 118 Synthesis of 1-[3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoyl]piperidine-4-carboxylic acid (Compound No: 3-0231)

Ethyl 1-[3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoyl]piperidine-4-carboxylic acid (50.4 mg) was dissolved in 1,4-dioxane (4.0 mL), and a 1N aqueous sodium hydroxide solution (4.0 mL) was added while cooling to 0° C. After stirring for 30 minutes at room temperature, 1N hydrochloric acid (5.0 mL) was added. Ethyl acetate and water were added thereto, and extraction was performed 3 times with ethyl acetate. The organic layer was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. After filtering off the magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by preparative HPLC to obtain the title compound (23.5 mg, 50%) as a light yellow solid. The NMR and ESI/MS data for this compound are shown below.

ESI/MS m/e: 436.2 (M⁺+H, C₂₂H₂₁N₅O₃S)

Example 119 Synthesis of 3-[7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]-N-methoxy-N-methylpropanamide (Compound No: 3-0037)

3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)-N-methoxy-N-methylpropanoic acid (0.487 g) was dissolved in methylene chloride (15 mL), and then N,O-dimethylhydroxylamine hydrochloride (0.585 g) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (1.150 g) were added and the mixture was stirred at 0° C. Triethylamine (0.83 mL) was then added and the mixture was stirred for 4 hours at room temperature. Aqueous saturated brine was added to quench the reaction, and the organic layer was separated off. The aqueous layer was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine and then dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure to obtain the title compound (0.551 g, yield: 100%) as a light yellow solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 2.87 (brt, J=7.6, 2H), 2.96 (s, 3H), 3.50 (s, 3H), 4.90 (brt, J=7.1, 2H), 7.60-7.69 (m, 5H), 8.21 (s, 1H), 13.84 (brs, 1H).

ESI/MS m/e: 368.4 (M⁺+H, C₁₈H₁₇N₅O₂S)

Example 120 Synthesis of 5-(3-oxoheptyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 5-0181)

3-[7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]-N-methoxy-N-methylpropanamide (36.7 mg) was dissolved in tetrahydrofuran (1.0 mL) and the solution was stirred at −78° C. n-Butyllithium (192 μL, 1.56 mol/L hexane solution) was added dropwise to the solution and the mixture was stirred for 1 hour at −78° C. Saturated aqueous brine was added to quench the reaction, and the pH was adjusted to 5 with 1 mol/L hydrochloric acid. The solution was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine and then dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure. The obtained crude product was purified by preparative HPLC to obtain the title compound (18.2 mg, yield: 50%) as a white solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 0.78 (t, J=7.8, 3H), 1.14 (q, J=7.3, 2H), 1.33 (q, J=7.3, 2H), 2.27 (t, J=7.3, 2H), 2.94 (t, J=6.8, 2H), 4.85 (t, J=6.6, 2H), 7.57-7.71 (m, 5H), 8.21 (s, 1H), 13.82 (brs, 1H).

ESI/MS m/e: 365.3 (M⁺+H, C₂₀H₂₀N₄OS)

Example 121 Synthesis of 5-(3-oxo-3-phenylpropyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 5-0006)

3-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)-N-methoxy-N-methylpropanamide (36.7 mg) was dissolved in tetrahydrofuran (1.0 mL), and the mixture was stirred at 0° C. Phenylmagnesium bromide (100 μL, 3.0 mol/L diethyl ether solution) was added dropwise to the solution and the mixture was stirred for 2 hours at 0° C. A saturated aqueous brine solution was added to quench the reaction, and the pH was adjusted to 5 with 1 mol/L hydrochloric acid. The solution was then extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine and then dried over sodium sulfate. After filtering off the sodium sulfate, the solvent was distilled off under reduced pressure. The obtained crude product was purified by preparative HPLC to obtain the title compound (10.1 mg, yield: 26%) as a light yellow solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 3.60 (t, J=6.8, 2H), 5.02 (t, J=6.6, 2H), 7.47 (t, J=7.6, 2H), 7.58-7.49 (m, 6H), 7.84 (d, J=8.0, 2H), 8.23 (s, 1H), 13.88 (brs, 1H).

ESI/MS m/e: 385.1 (M⁺+H, C₂₂H₁₆N₄OS)

Example 122 Synthesis of 6-azaperhydroazepinyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 6-0061)

Hexamethyleneimine (236 mg) was added to 5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (40 mg), and the mixture was stirred for 2 hours at 80° C. After cooling to room temperature, methanol (3 mL) was added to the reaction mixture. The mixture was passed through a cation-exchange resin column and the eluate was collected, after which methanol (3 mL) was passed through and the eluate was collected. The collected eluates were concentrated under reduced pressure to obtain the title compound (10.5 mg, 22%). The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 1.45-1.75 (m, 8H), 3.69 (t, J=6.1, 4H), 7.97 (s, 1H), 8.7 (brs, 1H), 13.9 (brs, 1H).

ESI/MS m/e: 374.3 (M⁺+H, C₁₃H₁₅N₅S)

Example 123 Synthesis of 6-(cyclopropylamino)-5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 6-0273)

Cyclopropylamine (196 mg) was added to 5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (40 mg), and the mixture was stirred for 4 hours at 80° C. After cooling to room temperature, methanol (3 mL) was added. The mixture was passed through a cation-exchange resin column and the eluate was collected, after which methanol (3 mL) was passed through and the eluate was collected. The collected eluates were concentrated under reduced pressure to obtain the title compound (6.3 mg, 15%). The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 0.68-0.75 (m, 2H), 0.93-0.99 (m, 2H), 1.20 (d, J=6.1, 6H), 2.12 (d, J=6.1, 2H), 2.93 (m, 1H), 3.40 (t, J=5.4, 2H) 3.66 (tt, J=6.1, 1H) 7.88 (s, 1H), 10.4 (brs, 1H).

ESI/MS m/e: 332.3 (M⁺+H, C₁₆H₂₁N₅OS)

Example 124 Synthesis of N-{2-[7-cyano-6-(cyclopropylamino)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}benzamide (Compound No: 6-0413)

Acetonitrile (3 mL) and cyclopropylamine (3 mL) were added to crude N-[2-(6-chloro-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide (136 mg), and the mixture was stirred for 4 hours at 80° C. The crude product obtained by concentration of the reaction mixture under reduced pressure was purified by preparative HPLC to obtain the title compound (10.3 mg, 8%) as a light yellow solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 0.62 (m, 2H), 0.74-0.79 (m, 2H), 2.79 (m, 1H), 3.55-3.59 (m, 2H), 4.93 (brs, 2H), 7.43-7.55 (m, 3H), 7.76-7.79 (m, 2H), 8.00-8.05 (m, 2H), 8.63 (m, 1H) 13.2 (brs, 1H).

ESI/MS m/e: 379.1 (M⁺+H, C₁₉H₁₈N₆OS)

Example 125 Synthesis of N-{2-[6-(dimethylamino)-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}(4-fluorophenyl)carboxamide (Compound No: 6-1029)

An aqueous dimethylamine solution (2 mL) was added to crude N-[2-(6-chloro-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl](4-fluorophenyl)carboxamide (80 mg), and the mixture was stirred for 2 hours at 50° C. After cooling to room temperature, the mixture was concentrated under reduced pressure, and the obtained crude product was purified by preparative HPLC to obtain the title compound (7.5 mg, 9%) as a light yellow solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 2.90 (s, 6H), 3.46 (m, 2H), 4.96 (brs, 2H), 7.27 (m, 2H), 7.77 (m, 2H), 8.10 (s, 1H), 8.34 (m, 1H), 13.46 (brs, 1H).

ESI/MS m/e: 385.3 (M⁺+H, C₁₈H₁₇FN₆OS)

Example 126 Synthesis of N-[2-(7-cyano-6-pyrrolidinyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl](4-fluorophenyl)carboxamide (Compound No: 6-10311

Pyrrolidine (2 mL) was added to crude N-[2-(6-chloro-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl](4-fluorophenyl)carboxamide (80 mg), and the mixture was stirred for 2 hours at 50° C. After cooling to room temperature, the mixture was concentrated under reduced pressure, and the obtained crude product was purified by preparative HPLC to obtain the title compound (7.3 mg, 8%) as a light yellow solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, CDCl₃) δ (ppm): 1.79 (m, 4H), 3.36-3.70 (m, 6H), 5.19 (brs, 2H), 7.29 (m, 2H), 7.79 (m, 2H), 8.06 (m, 1H), 8.39 (m, 1H), 13.25 (brs, 1H).

ESI/MS m/e: 411.3 (M⁺+H, C₂₀H₁₉FN₆OS) Example 127.

Synthesis of N-{2-[7-cyano-6-(cyclobutylamino)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}(4-fluorophenyl)carboxamide (Compound No: 6-1027)

Cyclobutylamine (2 mL) was added to crude N-[2-(6-chloro-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl](4-fluorophenyl)carboxamide (70 mg), and the mixture was stirred for 6 hours at 80° C. After cooling to room temperature, the mixture was concentrated under reduced pressure and methanol (3 mL) was added thereto. The mixture was passed through a cation-exchange resin column and the eluate was collected, after which methanol (3 mL) was passed through and the eluate was collected. The collected eluates were concentrated under reduced pressure and the obtained crude product was purified by preparative HPLC to obtain the title compound (4.9 mg, 6%) as a light yellow solid. The NMR and ESI/MS data for this compound are shown below.

¹H-NMR (400 MHz, DMSO-d₆) δ (ppm): 1.68 (m, 2H), 2.09 (m, 2H), 2.29 (m, 2H), 3.57 (m, 2H), 4.27 (m, 1H), 4.98 (brs, 2H), 7.32 (m, 2H), 7.89 (m, 3H), 8.01 (m, 1H), 8.84 (m, 1H) 23 (brs, 1H).

ESI/MS m/e: 411.3 (M⁺+H, C₂₀H₁₉FN₆OS)

Examples 128-1174

The compounds of the invention listed below were synthesized according to the respective methods in Examples 1 to 128 using the corresponding starting materials and reactants. The ESI/MS data from HPLC/mass spectrum analysis of each compound, the retention time and purity of the compound in HPLC under the following conditions and the compound numbers corresponding to the synthesis method carried out are summarized in Tables 215 to 245.

HPLC (High Performance Liquid Chromatography) Conditions

-   System: Hewlett-Packard 1100 HPLC -   Column: Cadenza CD-C18 (Imtakt) 100 mm×4.6 mm φ -   Solvent:     -   A: H₂O/acetonitrile=95/5         -   0.05% TFA (trifluoroacetic acid)     -   B: H₂O/acetonitrile=5/95         -   0.05% TFA (trifluoroacetic acid) -   Flow rate: 1.0 mL/min -   Gradient: -   0-1 min, solvent B: 10% solvent A: 90% 1-14 min, solvent B: 10%→100%     solvent A: 90%→0% 14-16 min, solvent B: 100% solvent A: 0% -   Calculation of purity: Area % of UV absorption (254 nm)

The compound numbers in the following tables represent the compound numbers in Tables 1 to 214 listed as the preferred examples. TABLE 215 Com- Compo- ESI/ Pu- Ex- pound sitional MS HPLC rity Synthesis ample No. formula m/e (min) (%) method 128 1-0005 C13H14N4O 243.3 8.4 97 Example 79 129 1-0006 C15H10N4O 263.3 7.8 96 Example 79 130 1-0007 C13H8N4O 237.2 6.4 88 Example 1 131 1-0008 C13H8N4S 253.3 7.5 96 Example 80 132 1-0009 C14H10N4O 251.2 6.7 100 Example 79 133 1-0012 C14H10N4O 251.2 7.2 99 Example 79 134 1-0013 C14H10N4O 251.2 7.2 97 Example 79 135 1-0014 C15H12N4O 265.3 7.1 95 Example 79 136 1-0015 C15H12N4O 265.3 7.3 99 Example 79 137 1-0016 C15H12N4S 281.1 8.5 100 Example 80 138 1-0017 C15H12N4O 265.3 8.0 100 Example 79 139 1-0018 C15H12N4O 265.3 7.5 98 Example 79 140 1-0020 C17H16N4O 293.4 9.4 97 Example 79 141 1-0021 C19H18N4O 319.4 10.7 94 Example 79 142 1-0022 C13H7FN4O 255.2 6.2 96 Example 79 143 1-0023 C13H7FN4O 255.2 6.8 92 Example 79 144 1-0024 C13H7FN4O 255.1 6.8 100 Example 79 145 1-0025 C13H7ClN4O 271.3 6.5 100 Example 79 146 1-0026 C13H7ClN4S 287.0 7.7 92 Example 80 147 1-0028 C13H7ClN4O 271.1 7.5 98 Example 79 148 1-0029 C13H7ClN4O 271.1 7.6 94 Example 79 149 1-0031 C13H6Cl2N4O 305.2 8.6 95 Example 79 150 1-0033 C13H6Cl2N4O 305.2 7.5 100 Example 79 151 1-0035 C13H6Cl2N4O 305.2 8.6 90 Example 79 152 1-0036 C13H6Cl2N4O 305.0 7.8 94 Example 79 153 1-0037 C13H6Cl2N4S 321.0 9.0 94 Example 79 154 1-0040 C14H10N4O2 267.0 6.8 96 Example 79 155 1-0041 C14H10N4O2 267.2 6.7 96 Example 79 156 1-0042 C15H12N4O3 297.3 6.3 91 Example 79 157 1-0043 C15H12N4O3 297.3 6.8 98 Example 79 158 1-0044 C15H12N4O3 297.1 6.9 99 Example 79 159 1-0045 C15H12N4O2S 313.2 8.2 96 Example 80 160 1-0046 C15H12N4O3 297.2 6.2 95 Example 79 161 1-0047 C15H12N4O2S 313.1 7.3 100 Example 79 162 1-0048 C16H14N4O4 327.4 6.6 95 Example 79 163 1-0049 C16H14N4O4 327.1 6.7 100 Example 1 164 1-0050 C16H14N4O3S 343.1 7.8 100 Example 80 165 1-0051 C14H8N4O2 265.3 6.0 80 Example 79

TABLE 216 Com- Compo- ESI/ Pu- Ex- pound sitional MS HPLC rity Synthesis ample No. formula m/e (min) (%) method 166 1-0052 C14H8N4O2 265.3 5.8 88 Example 79 167 1-0053 C14H8N4O2 265.3 5.8 75 Example 79 168 1-0054 C14H8N4O3 281.2 5.3 61 Example 79 169 1-0055 C14H8N4O3 281.3 5.0 97 Example 79 170 1-0056 C14H7F3N4O 305.3 7.0 100 Example 79 171 1-0058 C14H7F3N4O 305.3 8.2 97 Example 79 172 1-0059 C14H7F3N4O 305.3 8.4 99 Example 79 173 1-0060 C15H6F6N4O 373.4 9.7 97 Example 79 174 1-0061 C15H10N4O2 279.3 6.1 95 Example 79 175 1-0062 C15H10N4O2 279.3 6.1 79 Example 79 176 1-0063 C15H10N4O2 279.1 6.1 96 Example 79 177 1-0064 C14H7F3N4O2 321.3 8.5 95 Example 79 178 1-0065 C14H7F3N4O2 321.3 8.6 98 Example 79 179 1-0066 C14H7N5O 262.2 6.2 86 Example 79 180 1-0067 C14H7N5O 262.0 6.3 100 Example 79 181 1-0068 C13H9N5O 252.2 2.5 93 Example 79 182 1-0069 C15H13N5O 280.2 6.2 96 Example 79 183 1-0070 C13H7N5O3 282.2 6.7 98 Example 1 184 1-0071 C13H7N5O2S 298.1 7.8 86 Example 80 185 1-0072 C13H8N4O2 253.2 5.2 97 Example 79 186 1-0073 C14H10N4O2 267.3 4.9 97 Example 79 187 1-0074 C14H10N4O2 267.3 4.6 95 Example 79 188 1-0075 C16H13N5O3 324.4 2.4 96 Example 79 189 1-0076 C14H10N4OS 283.3 7.6 94 Example 79 190 1-0077 C15H12N4O3S 328.9 5.9 100 Example 79 191 1-0078 C19H12N4O2 329.1 9.2 99 Example 1 192 1-0079 C19H8N4OS 345.1 10.4 84 Example 80 193 1-0080 C14H8N4O3 281.3 6.4 98 Example 79 194 1-0081 C19H12N4O 313.3 9.1 98 Example 79 195 1-0082 C19H10N4O2 327.4 8.8 96 Example 79 196 1-0083 C17H10N4O 287.4 8.2 97 Example 79 197 1-0084 C17H10N4O 287.4 7.4 92 Example 79 198 1-0085 C21H12N4O 337.4 8.8 84 Example 79 199 1-0086 C11H6N4OS 243.2 6.0 96 Example 79 200 1-0087 C11H6N4S2 259.1 7.1 100 Example 80 201 1-0088 C11H6N4OS 243.2 6.2 95 Example 79 202 1-0089 C12H8N4OS 257.2 6.9 94 Example 79 203 1-0090 C13H8N4O2S 285.3 6.0 94 Example 79

TABLE 217 Com- Compo- ESI/ Pu- Ex- pound sitional MS HPLC rity Synthesis ample No. formula m/e (min) (%) method 204 1-0091 C15H8N4O2 277.1 7.7 97 Example 79 205 1-0092 C15H8N4OS 293.2 8.1 98 Example 79 206 1-0093 C15H8N4OS 293.3 7.5 73 Example 79 207 1-0098 C15H12N4O 265.3 7.4 100 Example 90 208 1-0099 C15H12N4S 281.3 9.2 99 Example 90 209 1-0102 C9H8N4O 189.1 3.7 100 Example 1 210 1-0103 C16H14N4O 279.2 8.5 100 Example 1 211 1-0104 C11H12N4O 217.1 6.0 95 Example 90 212 1-0105 C11H12N4S 233.3 8.2 100 Example 2 213 1-0106 C17H16N4O 293.1 9.2 100 Example 1 214 1-0107 C12H14N4O 231.3 6.9 100 Example 90 215 1-0108 C12H14N4S 247.2 9.1 97 Example 2 216 1-0113 C18H18N4O 307.2 10.0 100 Example 90 217 1-0114 C18H18N4S 323.1 11.9 100 Example 2 218 1-0121 C13H16N4O 245.1 8.1 100 Example 90 219 1-0122 C13H16N4S 261.1 10.2 97 Example 2 220 1-0125 C18H18N4O 307.2 9.9 97 Example 1 221 1-0126 C18H18N4S 323.1 11.7 97 Example 2 222 1-0127 C13H16N4O 245.1 7.8 95 Example 90 223 1-0128 C18H18N4O 307.2 9.8 100 Example 1 224 1-0129 C18H18N4S 323.1 11.6 100 Example 2 225 1-0130 C16H22N4O 287.4 9.6 97 Example 90 226 1-0131 C19H20N4O 321.2 10.4 81 Example 90 227 1-0132 C18H18N4O 307.2 10.1 100 Example 90 228 1-0133 C18H18N4S 323.1 12.1 100 Example 2 229 1-0134 C13H16N4O 245.1 8.1 98 Example 90 230 1-0135 C13H16N4S 261.1 10.3 99 Example 2 231 1-0136 C19H20N4O 321.2 10.7 99 Example 90 232 1-0137 C19H20N4S 337.3 12.5 100 Example 2 233 1-0144 C16H12N4O 277.1 7.7 100 Example 1 234 1-0145 C11H10N4O 215.1 5.1 100 Example 90 235 1-0146 C13H7C1N4O 271.1 7.5 100 Example 1 236 1-0164 C16H15N5O.ClH 294.2 4.9 100 Example 22 237 1-0194 C16H14N4O2 295.1 6.2 100 Example 3 238 1-0207 C16H14N4O2 295.2 7.4 100 Example 90 239 1-0208 C16H14N4OS 311.1 9.3 100 Example 2 240 1-0209 C11H12N4O2 233.2 5.0 100 Example 90 241 1-0214 C17H16N4O2 309.2 8.2 100 Example 90

TABLE 218 Com- Compo- ESI/ Pu- Ex- pound sitional MS HPLC rity Synthesis ample No. formula m/e (min) (%) method 242 1-0215 C17H16N4OS 325.1 10.1 100 Example 2 243 1-0222 C12H14N4O2 247.1 6.0 100 Example 90 244 1-0225 C15H20N4O2 289.4 8.0 100 Example 90 245 1-0226 C18H18N4O2 323.2 8.2 97 Example 90 246 1-0227 C17H16N4O2 309.2 7.7 100 Example 1 247 1-0228 C17H16N4OS 325.1 9.5 100 Example 2 248 1-0229 C12H14N4O2 247.1 5.3 100 Example 90 249 1-0230 C12H14N4OS 263.1 7.2 100 Example 2 250 1-0231 C16H22N4O2 303.4 8.8 100 Example 90 251 1-0232 C19H20N4O2 337.4 9.0 91 Example 90 252 1-0233 C19H20N4OS 353.2 10.9 100 Example 2 253 1-0234 C18H18N4O2 323.1 8.5 100 Example 1 254 1-0235 C18H18N4OS 339.3 10.3 100 Example 2 255 1-0236 C13H16N4O2 261.1 6.2 96 Example 90 256 1-0237 C13H16N4OS 277.1 8.2 100 Example 2 257 1-0238 C17H24N4O2 317.4 10.4 99 Example 90 258 1-0239 C17H24N4OS 333.2 11.7 100 Example 2 259 1-0240 C16H20N4O2 301.2 8.1 100 Example 90 260 1-0241 C16H20N4OS 317.2 10.1 88 Example 2 261 1-0243 C20H22N4O2 351.2 9.7 95 Example 90 262 1-0244 C20H22N4OS 367.2 11.6 100 Example 2 263 1-0245 C21H24N4O2 365.2 10.2 80 Example 90 264 1-0246 C21H24N4OS 381.2 12.1 91 Example 2 265 1-0247 C19H20N4O2 337.3 9.2 100 Example 90 266 1-0248 C19H20N4OS 353.0 11.0 95 Example 2 267 1-0253 C14H18N4O2 275.1 7.1 100 Example 90 268 1-0254 C14H18N4OS 291.3 9.2 83 Example 2 269 1-0263 C17H16N4OS 325.1 8.8 100 Example 90 270 1-0264 C17H16N4S2 341.2 10.6 100 Example 2 271 1-0265 C12H14N4OS 263.1 6.7 100 Example 90 272 1-0272 C16H11N5O 290.1 6.9 99 Example 1 273 1-0273 C16H11N5S 306.0 8.4 99 Example 2 274 1-0274 C17H14N4O 291.2 8.7 100 Example 90 275 1-0275 C17H14N4S 307.2 10.6 100 Example 2 276 1-0280 C20H20N4O 333.3 10.8 100 Example 1 277 1-0281 C20H20N4S 349.1 12.6 99 Example 2 278 1-0288 C15H18N4O 271.1 8.9 100 Example 90 279 1-0289 C15H18N4S 287.1 10.9 100 Example 2

TABLE 219 Ex- Com- Compo- ESI/ Pu- am- pound sitional MS HPLC rity Synthesis ple No. formula m/e (min) (%) method 280 1-0292 C21H20N4O 345.2 11.0 99 Example 90 281 1-0293 C21H20N4S 361.2 12.9 76 Example 2 282 1-0294 C16H18N4O 283.2 9.2 100 Example 90 283 1-0295 C16H18N4S 299.2 11.4 57 Example 2 284 1-0296 C18H16N4O2 321.1 7.9 100 Example 90 285 1-0297 C18H16N4OS 337.3 9.7 100 Example 2 286 1-0298 C13H14N4O2 259.2 5.6 100 Example 90 287 1-0299 C18H16N4O3 337.3 7.6 98 Example 90 288 1-0300 C14H10N4O 251.2 7.0 100 Example 1 289 1-0301 C14H10N4S 267.1 8.8 100 Example 2 290 1-0302 C18H18N4O 307.0 9.6 89 Example 90 291 1-0303 C17H14N4O 291.2 8.4 98 Example 90 292 1-0304 C17H14N4S 307.2 10.0 90 Example 2 293 1-0305 C21H16N4O 341.4 9.7 94 Example 90 294 1-0306 C22H18N4O 355.2 10.2 87 Example 90 295 1-0307 C20H14N4O 327.1 9.4 100 Example 1 296 1-0308 C20H14N4S 343.1 10.9 93 Example 2 297 1-0310 C15H12N4S 281.2 9.3 100 Example 2 298 1-0311 C21H16N4O 341.2 9.8 100 Example 1 299 1-0312 C21H16N4S 357.1 11.6 100 Example 2 300 1-0313 C16H14N4O 279.1 8.0 79 Example 90 301 1-0314 C16H14N4S 295.0 9.9 100 Example 2 302 1-0315 C20H22N4O 335.4 10.7 86 Example 90 303 1-0316 C20H22N4S 351.0 12.5 95 Example 2 304 1-0317 C19H18N4S 335.2 11.4 90 Example 2 305 1-0318 C23H20N4O 369.4 10.7 89 Example 90 306 1-0319 C24H22N4S 399.2 12.7 91 Example 2 307 1-0320 C22H18N4O 355.1 10.4 100 Example 1 308 1-0321 C22H18N4S 371.1 12.1 97 Example 2 309 1-0322 C17H16N4O 293.1 8.7 97 Example 90 310 1-0323 C17H16N4S 309.3 10.5 100 Example 2 311 1-0324 C19H18N4O 319.2 9.6 64 Example 90 312 1-0325 C24H22N4O 383.2 11.2 60 Example 90 313 1-0326 C23H20N4O 369.3 11.1 97 Example 90 314 1-0327 C27H20N4O 417.2 11.3 99 Example 90 315 1-0328 C27H20N4S 433.1 12.5 100 Example 2 316 1-0329 C14H8BrClN4O 365.3 9.5 95 Example 1 317 1-0334 C20H13FN4O 345.2 9.6 98 Example 90

TABLE 220 Ex- Com- Compo- ESI/ Pu- am- pound sitional MS HPLC rity Synthesis ple No. formula m/e (min) (%) method 318 1-0345 C21H16N4O2 357.2 9.4 96 Example 90 319 1-0346 C21H15FN4O 359.1 9.9 89 Example 90 320 1-0349 C21H15ClN4O 375.1 10.6 90 Example 90 321 1-0362 C22H18N4O2 371.2 9.6 91 Example 90 322 1-0369 C19H20N4O2 337.4 10.1 62 Example 90 323 1-0370 C22H18N4O2 371.4 10.2 91 Example 90 324 1-0371 C21H16N4O2 357.1 9.7 98 Example 90 325 1-0372 C21H16N4OS 373.1 11.3 100 Example 2 326 1-0393 C18H12N4O2 317.1 8.6 100 Example 1 327 1-0394 C18H12N4OS 333.1 10.2 100 Example 2 328 1-0395 C13H10N4O2 255.1 6.6 100 Example 90 329 1-0396 C13H10N4OS 271.1 8.4 100 Example 2 330 1-0397 C18H12N4OS 333.2 9.1 91 Example 1 331 1-0398 C13H10N4OS 271.1 7.1 97 Example 90 332 1-0399 C19H14N4O2 331.2 9.3 99 Example 1 333 1-0400 C14H12N4O2 269.1 7.5 83 Example 90 334 1-0415 C19H14N4OS 347.1 9.5 98 Example 1 335 1-0416 C19H14N4S2 363.1 11.2 96 Example 2 336 1-0417 C14H12N4OS 285.2 7.6 96 Example 90 337 1-0438 C16H10N4O 275.1 7.7 100 Example 1 338 1-0010 C14H10N4S 267.1 7.9 100 Example 80 339 1-0011 C14H10N4S 267.2 8.5 100 Example 80 340 1-0019 C15H12N4S 281.1 8.7 100 Example 80 341 1-0027 C13H7ClN4S 286.9 8.8 100 Example 80 342 1-0030 C13H7ClN4S 287.1 8.9 98 Example 80 343 1-0032 C13H6C12N4S 320.8 8.8 98 Example 80 344 1-0034 C13H6C12N4S 320.9 8.8 95 Example 80 345 1-0165 C17H17N5O 308.3 5.3 95 Example 22 346 1-0250 C19H19ClN4OS 387.2 11.5 95 Example 2 347 1-0460 C15H11F2N5S 332.2 5.2 97 Example 69 348 1-0473 C17H15FN4OS 343.3 10.1 95 Example 2 349 1-0476 C16H16N4O2S 329.3 9.9 90 Example 2 350 1-0477 C16H16N4OS2 345.2 10.3 90 Example 2 351 1-0493 C24H18N6OS 439.2 12.4 99 Example 108 352 1-0497 C23H15FN6OS 443.3 11.9 99 Example 108 353 1-0499 C19H15N5O2S 378.2 7.5 98 Example 74 354 1-0509 C17H15ClN4OS 359.1 10.0 95 Example 2 355 1-0510 C17H15ClN4OS 359.2 10.6 95 Example 2

TABLE 221 Ex- Com- Compo- ESI/ Pu- am- pound sitional MS HPLC rity Synthesis ple No. formula m/e (min) (%) method 356 1-0511 C13H16N4OS 277.4 8.6 93 Example 2 357 1-0512 C20H22N4OS 367.3 11.5 80 Example 2 358 1-0514 C19H19FN4OS 371.3 11.0 87 Example 2 359 1-0515 C19H20N4O2S 369.2 9.5 98 Example 94 360 1-0516 C17H18N4OS2 359.2 11.3 100 Example 2 361 1-0517 C17H18N4OS2 359.2 11.3 96 Example 2 362 1-0518 C17H18N4O2S 343.3 11.2 99 Example 2 363 1-0519 C18H20N4O2S 357.2 11.0 95 Example 2 364 1-0521 C18H20N4OS2 373.2 11.3 90 Example 2 365 1-0524 C17H18N4O2S 343.3 11.1 97 Example 2 366 1-0526 C19H18F2N4OS 389.3 11.1 99 Example 2 367 1-0532 C23H25N5O4S 468.3 9.2 100 Example 101 368 1-0533 C23H25N5O4S 468.3 9.2 100 Example 101 369 1-0534 C24H29N5O4S 484.3 9.6 98 Example 101 370 1-0535 C23H28N6O2S 453.3 6.4 100 Example 101 371 1-0543 C23H18N4O3S 431.2 9.7 91 Example 106 372 1-0549 C24H20N4O3S 445.4 11.7 100 Example 106 373 1-0555 C24H22N4OS 415.3 12.6 92 Example 106 374 1-0567 C22H25N5O2S 424.4 6.5 94 Example 106 375 1-0573 C21H24N4O3S 413.5 9.3 97 Example 106 376 1-0585 C25H20N6OS 453.3 12.7 96 Example 108 377 1-0586 C24H18N6OS 439.3 12.0 92 Example 108 378 1-0587 C24H17FN6OS 457.2 12.2 91 Example 108 379 1-0588 C22H22N6O3S2 483.3 9.9 91 Example 108 380 1-0593 C15H12N4S 281.3 9.6 95 Example 2 381 1-0595 C14H9FN4S 285.3 9.0 95 Example 2 382 1-0596 C14H9ClN4S 301.1 9.6 95 Example 2 383 1-0601 C12H8N4S2 273.1 9.2 100 Example 2 384 1-0602 C12H8N4S2 273.2 9.1 99 Example 2 385 1-0607 C12H8N4OS 257.4 8.6 74 Example 2 386 1-0608 C14H16N4S 273.2 10.1 95 Example 2 387 1-0609 C13H10N4OS 271.1 9.0 90 Example 2 388 1-0610 C13H10N4S2 287.2 9.4 90 Example 2 389 1-0612 C12H8N4OS 257.2 8.5 99 Example 2 390 1-0667 C20H13ClN4S 377.1 11.2 95 Example 2 391 1-0668 C21H15ClN4S 391.2 12.1 95 Example 2 392 1-0671 C14H10N4S 267.1 8.5 99 Example 80 393 1-0672 C15H12N4S 281.3 8.3 94 Example 80

TABLE 222 Ex- Com- ESI/ Pu- am- pound Compositional MS HPLC rity Synthesis ple No. formula m/e (min) (%) method 394 1-0673 C15H12N4S 281.4 9.4 73 Example 80 395 1-0674 C17H16N4S 309.4 9.3 100 Example 2 396 1-0675 C19H18N4S 335.1 12.0 98 Example 80 397 1-0676 C13H7FN4S 271.0 7.4 99 Example 80 398 1-0678 C13H7FN4S 271.0 8.0 100 Example 80 399 1-0679 C13H7FN4S 271.2 7.9 100 Example 80 400 1-0680 C13H6Cl2N4S 323.0 10.6 96 Example 80 401 1-0681 C14H10N4OS 283.1 8.0 100 Example 80 402 1-0682 C14H10N4OS 283.1 7.8 100 Example 80 403 1-0683 C15H12N4O2S 313.1 7.5 98 Example 80 404 1-0684 C15H12N4O2S 313.1 8.3 99 Example 80 405 1-0685 C16H14N4O3S 343.4 9.0 100 Example 2 406 1-0686 C14H8N4OS 281.2 6.8 96 Example 2 407 1-0689 C14H7F3N4S 321.1 9.4 100 Example 80 408 1-0690 C14H7F3N4S 321.2 9.5 100 Example 80 409 1-0691 C15H6F6N4S 389.2 9.6 100 Example 2 410 1-0692 C15H10N4OS 295.2 7.1 100 Example 2 411 1-0693 C15H10N4OS 295.3 7.1 99 Example 80 412 1-0694 C14H7F3N4OS 337.4 8.6 98 Example 2 413 1-0695 C14H7F3N4OS 337.4 8.6 99 Example 2 414 1-0696 C14H7N5S 278.2 7.3 100 Example 80 415 1-0697 C15H13N5S 296.2 8.0 100 Example 80 416 1-0699 C14H10N4OS 283.4 5.6 99 Example 2 417 1-0700 C14H10N4OS 283.4 5.4 100 Example 2 418 1-0701 C14H10N4S2 299.2 8.8 100 Example 80 419 1-0702 C15H12N4O2S2 345.2 6.8 86 Example 2 420 1-0703 C14H8N4O2S 297.1 7.6 96 Example 80 421 1-0704 C19H10N4OS 343.3 10.4 97 Example 80 422 1-0705 C17H10N4S 303.0 9.4 96 Example 80 423 1-0706 C17H10N4S 303.4 7.8 100 Example 2 424 1-0707 C21H12N4S 353.2 10.0 98 Example 80 425 1-0708 C11H6N4S2 259.1 7.4 98 Example 80 426 1-0709 C12H8N4S2 273.0 8.1 99 Example 80 427 1-0710 C15H8N4OS 293.3 9.0 98 Example 80 428 1-0715 C16H12N4O2S 325.5 8.8 95 Example 81 429 1-0721 C14H9FN4S 285.5 8.9 89 Example 81 430 1-0722 C13H6F2N4S 289.5 8.5 100 Example 81 431 1-0723 C13H6F2N4S 289.5 8.5 96 Example 81

TABLE 223 Ex- Com- ESI/ Pu- am- pound Compositional MS HPLC rity Synthesis ple No. formula m/e (min) (%) method 432 1-0724 C13H6F2N4S 289.5 7.8 100 Example 81 433 1-0725 C13H6F2N4S 289.5 7.8 100 Example 81 434 1-0726 C16H13N5OS 324.5 6.1 100 Example 81 435 1-0727 C15H13N5S 296.5 6.6 95 Example 81 436 1-0728 C15H12N4OS 297.5 8.8 100 Example 81 437 1-0729 C15H12N4OS 297.5 8.6 100 Example 81 438 1-0730 C15H12N4OS 297.5 9.1 36 Example 81 439 1-0731 C15H12N4OS 297.5 9.0 65 Example 81 440 1-0732 C15H12N4OS 297.5 8.8 100 Example 81 441 1-0733 C14H10N4S2 299.5 8.9 88 Example 81 442 1-0734 C14H9FN4OS 301.5 7.5 90 Example 81 443 1-0735 C14H9ClN4S 301.5 8.9 100 Example 81 444 1-0736 C14H9ClN4OS 317.5 8.9 97 Example 81 445 1-0738 C14H9FN4S 285.4 8.2 99 Example 80 446 1-0739 C14H9FN4S 285.3 8.3 99 Example 80 447 1-0740 C14H9FN4S 285.1 8.2 100 Example 80 448 1-0741 C15H12N4OS 297.4 8.0 100 Example 80 449 1-0742 C13H6Cl2N4S 321.4 10.1 95 Example 81 450 1-0748 C15H12N4S 281.4 8.5 100 Example 80 451 1-0749 C12H8N4S2 273.3 8.2 98 Example 80 452 1-0750 C12H7N5S 254.4 4.0 99 Example 80 453 1-0752 C15H12N4OS 297.5 8.1 100 Example 81 454 1-0759 C20H21N5OS 380.1 6.0 89 Example 106 455 1-0760 C13H12N4S 257.5 7.2 85 Example 2 456 1-0860 C19H18F2N4O2 373.2 9.0 100 Example 1 457 1-0926 C15H12N4O 265.2 7.6 95 Example 3 458 1-0941 C14H16N4O 257.4 8.1 95 Example 3 459 1-1065 C23H20N4O2 385.3 10.4 97 Example 1 460 1-1066 C17H15ClN4O2 343.3 8.2 95 Example 3 461 1-1067 C14H9ClN4O 285.2 7.6 95 Example 3 462 1-1068 C19H19ClN4O2 371.3 9.6 95 Example 3 463 1-1069 C17H15ClN4O2 343.3 8.7 95 Example 3 464 1-1070 C21H15ClN4O 375.1 10.3 95 Example 3 465 1-1071 C20H13ClN4O 361.3 9.7 95 Example 3 466 1-1072 C13H15BrN4O2 339.4 8.2 98 Example 20 467 1-1073 C33H32N4O4 549.5 13.4 99 Example 1 468 1-1074 C18H18N4O2 323.3 8.2 95 Example 3 469 1-1075 C23H20N4OS 401.3 12.3 100 Example 106

TABLE 224 Com- ESI/ Exam- pound Compositional MS HPLC Purity Synthesis ple No. formula m/e (min) (%) method 470 1-1076 C18H18N4OS 339.4 10.0 95 Example 2

TABLE 225 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 471 2-0010 C22H16ClN5O2 418.2 8.6 100 Example 68 472 2-0015 C22H16ClN5O2 418.3 8.7 100 Example 68 473 2-0016 C23H16N6O2 409.3 7.6 95 Example 68 474 2-0017 C22H16N6O4 429.2 8.0 100 Example 68 475 2-0018 C22H16N6O4 429.2 8.1 99 Example 68 476 2-0019 C23H19N5O3 414.3 7.7 95 Example 68 477 2-0026 C24H19N5O4 442.3 7.9 95 Example 68 478 2-0031 C20H15N5O3 374.1 6.6 100 Example 68 479 2-0032 C20H15N5O2S 390.2 7.4 98 Example 68 480 2-0033 C21H16N6O2 385.2 5.2 100 Example 68 481 2-0034 C21H16N6O2 385.2 5.2 100 Example 68 482 2-0035 C20H14N6O5 419.2 7.4 100 Example 68 483 2-0036 C21H18N6O3 403.3 7.1 99 Example 68 484 2-0037 C27H20ClN5O4S2 578.2 9.8 99 Example 68 485 2-0058 C25H22ClN5O3 476.2 10.0 85 Example 68 486 2-0059 C22H23N5O2 390.3 8.0 96 Example 68 487 2-0060 C23H19N5O2 398.2 8.0 100 Example 68 488 2-0061 C23H18ClN5O2 432.2 8.3 99 Example 68 489 2-0062 C23H18ClN5O2 432.2 9.0 100 Example 68 490 2-0063 C23H18ClN5O2 432.2 9.0 100 Example 68 491 2-0072 C24H18N6O2 423.3 8.0 100 Example 68 492 2-0073 C23H18N6O4 443.3 7.8 93 Example 68 493 2-0074 C23H18N6O4 443.3 8.4 100 Example 68 494 2-0075 C23H18N6O4 443.3 8.5 98 Example 68 495 2-0092 C25H21N5O4 456.2 8.2 98 Example 68 496 2-0093 C22H18N6O2 399.3 5.5 100 Example 68 497 2-0096 C22H18N6O2 399.2 5.5 100 Example 68 498 2-0117 C22H20N6O3 417.3 7.4 100 Example 68 499 2-0146 C24H20FN5O2 430.2 8.4 80 Example 68 500 2-0147 C22H19N5O2S 418.3 7.9 79 Example 68 501 2-0156 C26H24ClN5O3 490.3 10.5 100 Example 68 502 2-0208 C21H23N5O3 394.3 9.1 97 Example 7 503 2-0507 C17H14N4O3 323.1 7.4 100 Example 6 504 2-0509 C22H15ClN4O3 419.2 10.3 99 Example 6 505 2-0514 C24H18N4O5 443.2 9.5 89 Example 6 506 2-0519 C18H16N4O3 337.3 7.6 100 Example 1 507 2-0520 C22H22N4O3 391.2 10.1 95 Example 6 508 2-0521 C23H18N4O3 399.3 9.6 100 Example 6

TABLE 226 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 509 2-0522 C23H17ClN4O3 433.2 9.9 100 Example 6 510 2-0523 C23H17ClN4O3 433.2 10.6 100 Example 6 511 2-0524 C23H17ClN4O3 433.1 10.7 92 Example 6 512 2-0525 C24H17N5O3 424.2 9.3 100 Example 6 513 2-0526 C23H17N5O5 444.2 9.6 100 Example 6 514 2-0527 C23H17N5O5 444.3 9.8 100 Example 6 515 2-0528 C24H20N4O4 429.2 9.6 98 Example 6 516 2-0529 C25H20N4O5 457.2 9.7 99 Example 6 517 2-0530 C21H16N4O4 389.1 8.3 100 Example 6 518 2-0531 C21H16N4O3S 405.1 9.2 100 Example 6 519 2-0536 C22H17N5O3 400.2 6.6 89 Example 6 520 2-0537 C22H17N5O3 400.3 6.5 100 Example 6 521 2-0538 C21H15N5O6 434.2 8.9 100 Example 6 522 2-0539 C22H19N5O4 418.2 8.8 100 Example 6 523 2-0552 C17H15N5OS 338.3 6.6 97 Example 69 524 2-0557 C24H21N5OS 428.5 9.7 100 Example 69 525 2-0559 C21H17N5O2S 404.5 8.9 96 Example 69 526 2-0560 C21H17N5OS2 420.3 9.1 100 Example 71 527 2-0561 C20H14ClN5OS2 440.1 9.1 95 Example 71 528 2-0562 C21H18N6OS 403.2 8.6 93 Example 69 529 2-0563 C22H16ClN5OS 434.3 9.2 95 Example 69 530 2-0568 C22H16ClN5OS 434.3 9.9 94 Example 69 531 2-0573 C22H16ClN5OS 434.4 9.9 94 Example 69 532 2-0578 C22H16FN5OS 418.4 9.3 98 Example 69 533 2-0586 C23H19N5OS 414.5 9.3 98 Example 69 534 2-0590 C23H19N5O2S 430.2 9.1 91 Example 69 535 2-0595 C23H19N5O2S 430.4 8.9 95 Example 69 536 2-0596 C22H19N5O3S 434.3 8.9 95 Example 69 537 2-0597 C22H19N5O2S2 450.2 9.1 97 Example 71 538 2-0598 C21H16ClN5O2S2 470.1 9.2 99 Example 71 539 2-0599 C22H20N6O2S 433.2 8.6 95 Example 69 540 2-0607 C27H22N6O3S2 543.5 10.5 95 Example 71 541 2-0614 C22H18N6OS 415.2 8.3 96 Example 71 542 2-0616 C21H18N6OS2 435.3 8.5 93 Example 71 543 2-0617 C20H15ClN6OS2 455.0 8.6 98 Example 71 544 2-0618 C21H19N7OS 418.2 7.9 99 Example 69 545 2-0621 C23H20N6OS 429.2 9.1 99 Example 71 546 2-0623 C22H20N6OS2 449.1 9.2 99 Example 71

TABLE 227 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 547 2-0624 C21H17ClN6OS2 469.2 9.3 95 Example 71 548 2-0625 C22H21N7OS 432.2 8.7 96 Example 69 549 2-0642 C22H17FN6OS 433.2 9.4 100 Example 71 550 2-0643 C21H17FN6O2S 437.1 9.3 96 Example 71 551 2-0644 C21H17FN6OS2 453.2 9.5 92 Example 71 552 2-0645 C20H14ClFN6OS2 473.1 9.6 92 Example 71 553 2-0646 C21H18FN7OS 436.3 9.1 93 Example 69 554 2-0656 C23H19N5O2S 430.5 11.1 100 Example 71 555 2-0671 C23H19N5O2S 430.4 10.5 100 Example 71 556 2-0682 C23H16N6OS 425.4 8.8 98 Example 69 557 2-0687 C23H16N6OS 425.4 8.9 98 Example 69 558 2-0688 C22H17N5O2S 416.5 9.8 94 Example 71 559 2-0694 C21H16FN5O2S 422.4 9.3 97 Example 69 560 2-0695 C21H16FN5OS2 438.2 9.4 96 Example 71 561 2-0696 C20H13ClFN5OS2 458.0 9.5 96 Example 71 562 2-0697 C21H17FN6OS 421.2 9.0 93 Example 69 563 2-0698 C23H19N5O2S 430.0 9.2 97 Example 69 564 2-0703 C22H16N6O4S 461.0 8.8 98 Example 71 565 2-0706 C23H16F3N5O2S 484.2 10.7 97 Example 69 566 2-0708 C22H16N6O3S 445.6 8.8 98 Example 69 567 2-0710 C24H21N5O3S 460.4 9.3 99 Example 69 568 2-0731 C22H16N6O3S 445.6 9.3 98 Example 69 569 2-0740 C23H17N5O3S 444.3 8.8 98 Example 69 570 2-0743 C21H14ClN5O3S2 484.0 9.1 96 Example 71 571 2-0761 C22H16N6O3S 445.6 9.4 97 Example 69 572 2-0772 C23H17N5O3S 444.4 7.7 97 Example 69 573 2-0773 C22H17N5O4S 448.4 7.7 90 Example 69 574 2-0777 C22H17N5O2S 416.3 7.7 79 Example 71 575 2-0782 C22H18N6O3S2 479.1 7.4 87 Example 71 576 2-0787 C22H17N5O2S 416.5 7.5 98 Example 71 577 2-0790 C20H14ClN5O2S2 456.1 7.9 91 Example 71 578 2-0815 C23H16F3N5OS 468.3 10.5 95 Example 69 579 2-0817 C23H19N5OS 414.4 9.5 96 Example 69 580 2-0823 C21H17N5OS2 420.2 9.3 90 Example 71 581 2-0834 C22H15F2N5OS 436.4 9.6 98 Example 69 582 2-0867 C23H16F3N5O2S 484.1 10.7 98 Example 69 583 2-0869 C22H16BrN5OS 480.4 9.4 100 Example 69 584 2-0882 C22H16BrN5OS 480.4 10.2 99 Example 69

TABLE 228 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 585 2-0884 C24H19N5O3S 458.3 9.1 95 Example 69 586 2-0886 C23H19N5O3S2 478.2 9.3 97 Example 71 587 2-0887 C22H16ClN5O3S2 498.1 9.4 97 Example 71 588 2-0888 C23H20N6O3S 461.1 8.9 95 Example 69 589 2-0893 C22H15Cl2N5OS 468.1 11.1 97 Example 69 590 2-1021 C21H17N5O2S 404.2 8.9 96 Example 71 591 2-1052 C22H15N7O5S 490.4 10.0 96 Example 69 592 2-1053 C22H15Cl2N5OS 468.2 10.9 98 Example 69 593 2-1054 C24H21N5O3S 460.4 8.4 97 Example 69 594 2-1057 C22H18ClN5O3S2 500.2 8.7 99 Example 71 595 2-1059 C24H21N5O3S 460.3 8.4 97 Example 69 596 2-1060 C22H16FN5OS 418.4 9.1 97 Example 69 597 2-1065 C23H16F3N5OS 468.2 9.8 95 Example 69 598 2-1066 C23H16F3N5OS 468.4 10.4 93 Example 69 599 2-1067 C24H21N5O3S 460.3 9.2 97 Example 69 600 2-1068 C23H18N6O3S 459.2 9.3 98 Example 71 601 2-1074 C27H26N6O3S 515.4 12.1 86 Example 71 602 2-1075 C23H16F3N5O2S 484.1 10.1 96 Example 69 603 2-1076 C24H20N6O2S 457.1 7.4 98 Example 71 604 2-1079 C22H17ClN6O2S2 497.1 7.8 93 Example 71 605 2-1083 C22H17N5O3S 432.3 8.4 96 Example 71 606 2-1086 C22H17N5O3S 432.4 8.5 88 Example 71 607 2-1087 C23H20N6OS 429.2 9.3 99 Example 71 608 2-1094 C24H22N6OS 443.4 6.6 97 Example 71 609 2-1101 C24H20N6O2S 457.1 8.8 90 Example 71 610 2-1108 C24H21N7O2S 472.2 6.7 99 Example 71 611 2-1115 C23H20N6OS 429.2 7.8 99 Example 71 612 2-1123 C23H18N6O3S 459.2 9.1 86 Example 71 613 2-1128 C24H19N5O3S 458.1 9.7 98 Example 71 614 2-1133 C22H15ClN6O3S 479.1 9.7 98 Example 71 615 2-1134 C23H19N5OS2 446.2 9.7 99 Example 71 616 2-1135 C24H20N6O2S 457.1 7.5 96 Example 71 617 2-1142 C22H16BrN5OS 480.4 10.2 100 Example 69 618 2-1143 C22H15F2N5OS 436.4 9.6 100 Example 69 619 2-1144 C22H14F3N5OS 454.4 10.1 100 Example 69 620 2-1145 C24H15F6N5OS 536.4 11.1 100 Example 69 621 2-1146 C23H15F4N5OS 486.4 10.7 100 Example 69 622 2-1148 C23H15F4N5OS 486.4 9.9 100 Example 69

TABLE 229 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 623 2-1149 C23H15F4N5OS 486.4 10.5 100 Example 69 624 2-1150 C23H15F4N5OS 486.5 10.8 100 Example 69 625 2-1151 C24H21N5O2S 444.5 9.7 100 Example 69 626 2-1154 C23H19N5O3S 446.5 7.7 87 Example 71 627 2-1161 C22H16FN5O2S 434.5 10.7 100 Example 71 628 2-1162 C22H13F4N5O2S 488.4 8.8 84 Example 71 629 2-1163 C26H21N7O2S 496.5 7.9 78 Example 71 630 2-1170 C25H19N7OS 466.5 6.3 95 Example 71 631 2-1177 C27H26N6O3S 515.5 10.3 97 Example 71 632 2-1188 C23H19N5O2S 430.1 7.3 96 Example 71 633 2-1195 C23H20N6O2S 445.3 8.9 99 Example 71 634 2-1202 C23H17F3N6OS 483.2 10.8 98 Example 71 635 2-1209 C22H17ClN6OS 449.2 10.3 98 Example 71 636 2-1216 C22H18N6O2S 431.2 7.0 96 Example 71 637 2-1223 C23H20N6O2S 445.4 6.9 92 Example 71 638 2-1226 C22H17FN6OS 433.2 8.6 99 Example 71 639 2-1229 C22H17ClN6OS 449.2 9.7 99 Example 71 640 2-1232 C22H17N7O3S 460.1 9.2 93 Example 71 641 2-1240 C23H20N6OS 429.3 8.2 96 Example 71 642 2-1247 C22H18N6O2S 431.1 6.0 92 Example 71 643 2-1254 C22H17ClN6OS 449.2 9.0 93 Example 71 644 2-1261 C22H17FN6OS 433.0 9.2 97 Example 71 645 2-1268 C23H20N6O2S 445.3 8.4 94 Example 71 646 2-1282 C29H21N5O2S 504.2 10.4 71 Example 71 647 2-1283 C29H21N5O2S 504.2 10.3 91 Example 71 648 2-1284 C28H25N5O2S 496.2 11.1 93 Example 71 649 2-1345 C20H19N5O2S 394.4 9.7 100 Example 71 650 2-1346 C19H17N5O3S 396.4 8.0 100 Example 69 651 2-1347 C19H17N5OS 364.1 7.7 92 Example 71 652 2-1348 C20H15N5O2S 390.4 7.9 93 Example 69 653 2-1350 C19H15N5O2S2 410.1 8.2 98 Example 71 654 2-1351 C18H12ClN5O2S2 430.0 8.3 95 Example 71 655 2-1352 C19H16N6O2S 393.2 7.7 92 Example 69 656 2-1353 C25H18N6O2S 467.5 9.4 100 Example 69 657 2-1354 C23H17N5O2S 428.5 9.9 100 Example 71 658 2-1355 C24H19N5O2S 442.5 10.4 100 Example 71 659 2-1358 C20H15N5OS2 406.2 8.5 97 Example 71 660 2-1365 C20H16N8OS 417.2 8.1 99 Example 71

TABLE 230 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 661 2-1377 C20H15N5OS2 406.4 8.7 94 Example 69 662 2-1378 C19H15N5O2S2 410.4 8.7 96 Example 69 663 2-1379 C19H15N5OS3 426.2 8.9 97 Example 71 664 2-1380 C18H12ClN5OS3 446.3 9.0 96 Example 71 665 2-1381 C19H16N6OS2 409.2 8.4 93 Example 69 666 2-1382 C20H17N7O2S 420.2 6.9 94 Example 71 667 2-1387 C21H15N5O3S 418.1 7.7 93 Example 71 668 2-1388 C21H15N5O3S 418.2 6.7 92 Example 71 669 2-1389 C22H21N7OS 432.2 8.6 96 Example 71 670 2-1392 C20H18ClN7OS2 472.2 8.9 95 Example 71 671 2-1396 C20H14N6O4S 435.5 8.7 94 Example 69 672 2-1401 C21H15ClN6OS 435.3 7.9 93 Example 69 673 2-1406 C22H19N5O2S 418.5 9.5 87 Example 69 674 2-1411 C22H18N6OS2 447.5 8.6 96 Example 69 675 2-1416 C20H14N6O3S2 451.2 9.2 97 Example 71 676 2-1417 C18H13N7OS2 408.3 7.9 83 Example 69 677 2-1418 C20H16N6OS 389.3 7.1 94 Example 71 678 2-1423 C26H19N5OS 450.2 12.5 99 Example 69 679 2-1424 C21H18N6OS 403.3 9.0 98 Example 69 680 2-1425 C22H17N5O2S2 448.2 8.5 99 Example 71 681 2-1426 C22H19N5O2S2 450.3 9.4 94 Example 71 682 2-1431 C20H16N6O2S 405.4 8.6 92 Example 71 683 2-1438 C20H16N6O2S 405.3 8.2 92 Example 71 684 2-1441 C18H13ClN6O2S2 445.2 8.5 99 Example 71 685 2-1445 C21H17N5OS2 420.1 9.3 95 Example 71 686 2-1452 C20H14ClN5OS2 440.2 9.5 97 Example 71 687 2-1455 C20H14ClN5OS2 440.2 10.1 99 Example 71 688 2-1458 C19H14N8O3S 435.1 7.9 97 Example 71 689 2-1461 C20H16N6OS 389.4 8.0 98 Example 71 690 2-1463 C19H16N6OS2 409.2 8.3 95 Example 71 691 2-1464 C18H13ClN6OS2 429.1 8.3 97 Example 71 692 2-1465 C19H17N7OS 392.3 7.8 84 Example 69 693 2-1466 C26H18ClFN6O2S 533.5 10.5 100 Example 69 694 2-1467 C24H17N5OS2 456.4 10.3 100 Example 69 695 2-1468 C24H17N7OS 452.5 9.3 100 Example 69 696 2-1469 C23H20ClN5O3S3 546.4 9.5 97 Example 69 697 2-1470 C26H17ClF3N7OS 568.4 11.4 98 Example 69 698 2-1471 C27H17ClF3N5O2S 568.4 12.8 94 Example 69

TABLE 231 Ex- Com- ESI/ Pu- am- pound Compositional MS HPLC rity Synthesis ple No. formula m/e (min) (%) method 699 2-1472 C26H19N5OS 450.5 10.3 100 Example 69 700 2-1473 C24H18N6OS 439.5 8.5 100 Example 71 701 2-1474 C23H17N7OS 440.5 6.1 88 Example 71 702 2-1479 C24H18N6OS 439.5 9.7 100 Example 71 703 2-1485 C24H18N6OS 439.5 8.7 100 Example 71 704 2-1486 C25H17N5O3S 468.4 9.7 91 Example 71 705 2-1487 C23H16N6O2S 441.5 9.7 100 Example 71 706 2-1488 C19H14N8O3S 435.2 7.5 98 Example 71 707 2-1489 C21H17N5OS3 452.2 9.8 96 Example 71 708 2-1490 C20H16N6O2S 405.1 9.6 97 Example 71 709 2-1497 C24H22N6O2S 459.1 8.0 98 Example 71 710 2-1498 C20H15N7O3S 434.1 8.2 72 Example 71 711 2-1499 C21H17N7OS 416.3 6.1 45 Example 71 712 2-1516 C19H15N7OS 390.2 5.5 91 Example 71 713 2-1521 C21H16N6OS 401.5 8.4 92 Example 69 714 2-1526 C21H16N6OS 401.4 6.2 97 Example 69 715 2-1531 C21H16N6OS 401.4 6.1 97 Example 69 716 2-1532 C20H16N6O2S 405.5 6.2 94 Example 69 717 2-1534 C19H13ClN6OS2 441.2 6.5 97 Example 71 718 2-1589 C22H23N5OS 406.3 9.5 96 Example 69 719 2-1601 C21H18N6O2S 419.4 8.4 88 Example 69 720 2-1662 C23H19N5OS 414.3 9.0 91 Example 69 721 2-1768 C23H19N5OS 414.3 9.1 95 Example 2 722 2-1769 C25H21N5O3S 472.3 9.3 95 Example 2 723 2-1770 C24H19N5O3S 458.2 7.8 95 Example 114 724 2-1771 C25H23N5O2S 458.2 7.4 88 Example 107 725 2-1772 C23H20N6O2S 445.4 7.5 84 Example 107 726 2-1773 C24H23N5OS 430.3 7.5 86 Example 107 727 2-1774 C24H23N5O2S2 478.2 6.8 64 Example 107 728 2-1776 C22H18N6OS 415.4 9.1 94 Example 70 729 2-1778 C23H20N6OS 429.5 9.4 98 Example 70 730 2-1779 C24H20N6O3S 473.5 7.9 96 Example 70 731 2-1780 C23H29N7S2 468.3 6.7 90 Example 70 732 2-1781 C23H27N7S2 466.4 6.9 91 Example 70 733 2-1782 C22H25N7OS2 468.5 6.4 95 Example 70 734 2-1783 C23H27N7OS2 482.5 6.3 89 Example 70 735 2-1784 C24H31N7S2 482.4 6.8 92 Example 70 736 2-1785 C24H29N7S2 480.4 7.1 96 Example 70

TABLE 232 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 737 2-1786 C23H27N7OS2 482.3 6.6 98 Example 70 738 2-1787 C24H29N7OS2 496.4 6.5 92 Example 70 739 2-1788 C19H18N6O3S 411.3 6.3 92 Example 70 740 2-1789 C19H18N6O3S 411.4 6.5 95 Example 70 741 2-1790 C20H20N6O3S 425.4 6.5 98 Example 70 742 2-1791 C21H22N6O3S 439.4 6.7 97 Example 70 743 2-1792 C23H18N6O2S2 475.2 8.4 93 Example 70 744 2-1793 C22H17FN6OS 433.3 9.5 92 Example 70 745 2-1794 C22H17FN6OS 433.5 9.3 89 Example 70 746 2-1795 C23H20N6OS 429.3 9.6 90 Example 70 747 2-1796 C23H20N6OS 429.4 9.2 89 Example 70 748 2-1797 C23H20N6O2S 445.6 9.4 81 Example 70 749 2-1798 C26H20N6OS 465.3 9.7 87 Example 70 750 2-1799 C23H17F3N6OS 483.4 10.7 95 Example 70 751 2-1800 C23H17F3N6OS 483.4 10.6 86 Example 70 752 2-1801 C22H17FN6OS 433.3 9.4 81 Example 70 753 2-1802 C26H20N6OS 495.5 10.3 86 Example 70 754 2-1803 C18H17N5OS 352.3 6.9 89 Example 69 755 2-1806 C21H21N5OS 392.4 9.0 77 Example 69 756 2-1807 C20H15N5O2S 390.2 8.4 96 Example 69 757 2-1808 C21H17N5O2S 404.4 8.5 96 Example 69 758 2-1809 C21H17N5O3S 420.4 8.5 96 Example 69 759 2-1810 C18H13N5O2S2 396.4 8.2 97 Example 69 760 2-1811 C19H14N6O2S 391.3 5.7 94 Example 69 761 2-1812 C20H16N6O2S 405.4 8.6 97 Example 70 762 2-1813 C22H18N6O3S 447.5 8.3 97 Example 70 763 2-1814 C21H17N5O2S 404.3 8.8 92 Example 69 764 2-1815 C22H19N5O2S 418.3 8.9 96 Example 69 765 2-1816 C22H19N5O3S 434.4 8.8 97 Example 69 766 2-1817 C19H15N5O2S2 410.4 8.6 96 Example 69 767 2-1818 C20H16N6O2S 405.5 6.0 93 Example 69 768 2-1819 C20H19N5OS 378.3 8.3 98 Example 69 769 2-1820 C21H17N5OS2 420.5 8.7 74 Example 69 770 2-1821 C23H24N6O2S 449.5 6.7 90 Example 69 771 2-1822 C22H16FN5OS 418.5 9.2 95 Example 69 772 2-1823 C20H21N5OS 380.4 8.8 98 Example 69 773 2-1824 C21H16N6O4S 449.4 8.9 96 Example 69 774 2-1825 C22H16N6O2S 429.3 8.9 98 Example 69

TABLE 233 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 775 2-1826 C22H19N5O2S 418.6 9.0 97 Example 69 776 2-1827 C24H21N5O2S 444.5 8.9 96 Example 69 777 2-1828 C23H19N5OS 414.4 9.5 89 Example 69 778 2-1829 C22H17N5O2S 416.4 8.0 92 Example 69 779 2-1830 C20H19N5O2S 394.4 7.6 95 Example 71 780 2-1831 C20H17N5O3S 408.5 7.1 91 Example 71 781 2-1832 C20H19N5O2S 394.3 7.0 94 Example 71 782 2-1833 C20H18N6O2S 407.4 6.2 91 Example 71 783 2-1834 C22H21N5O3S 436.1 7.9 94 Example 71 784 2-1835 C20H14FN5O2S 408.2 8.9 97 Example 69 785 2-1836 C22H17N5OS2 432.2 9.3 97 Example 94 786 2-1837 C23H17N5O2S 436.3 8.1 90 Example 71 787 2-1838 C20H19N5O3S 410.4 7.5 86 Example 69 788 2-1839 C21H21N5O3S 424.2 8.2 87 Example 69 789 2-1840 C19H20N6OS 381.1 5.7 87 Example 69 790 2-1841 C24H27N5O3S 446.2 9.3 97 Example 69 791 2-1842 C24H18N6OS 439.1 8.1 95 Example 72 792 2-1843 C20H15N7O3S 434.3 6.2 93 Example 71 793 2-1844 C24H21N5O2S 444.3 9.4 95 Example 71 794 2-1845 C19H18N6OS2 411.2 6.1 98 Example 71 795 2-1846 C19H17N5O2S 380.1 6.9 90 Example 71 796 2-1847 C20H16N6OS 389.2 8.2 87 Example 71 797 2-1848 C23H16N6OS 425.1 8.6 88 Example 72 798 2-1850 C20H20N6OS2 425.1 6.1 93 Example 71 799 2-1851 C25H24N6OS 457.2 6.9 95 Example 71 800 2-1852 C20H19N5O2S 394.2 7.1 91 Example 71 801 2-1853 C21H18N6OS 403.2 8.5 96 Example 71 802 2-1854 C25H20N6OS 453.2 8.3 96 Example 72 803 2-1855 C18F3H14N5OS 406.2 9.8 99 Example 69 804 2-1856 C23H19N5OS 414.3 8.5 98 Example 69 805 2-1857 C23H20N6OS 429.2 8.0 99 Example 71 806 2-1858 C24H22N6OS 443.3 8.9 98 Example 71 807 2-1859 C24H21N5O2S 444.3 8.4 97 Example 71 808 2-1860 C25H22C1N5O2S 492.5 11.3 100 Example 69 809 2-1861 C29H23N5OS 490.5 10.9 100 Example 69 810 2-1862 C19H17N5OS 364.3 7.9 97 Example 69 811 2-1863 C21H21N5O3S 424.4 8.5 100 Example 69 812 2-1864 C24H19N5OS 426.4 9.6 94 Example 69

TABLE 234 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 813 2-1865 C24H21N5O2S 444.5 9.9 100 Example 69 814 2-1866 C18H17N5O2S 368.4 7.3 100 Example 69 815 2-1867 C23H19N5O2S 430.4 9.4 100 Example 69 816 2-1868 C24H21N5O3S 444.5 9.6 100 Example 69 817 2-1869 C20H19N5O3S 410.4 8.0 96 Example 69 818 2-1870 C23H18N5OS 432.4 9.3 98 Example 69 819 2-1871 C22H23N5OS 406.4 9.7 100 Example 69 820 2-1872 C21H21N5O3S 424.4 7.8 100 Example 69 821 2-1873 C24H21N5O2S 444.5 9.1 100 Example 69 822 2-1874 C30H25N5O2S 520.5 11.1 100 Example 69 823 2-1875 C22H15 F2N5OS 436.4 9.9 100 Example 69 824 2-1876 C25H23N5OS 442.5 10.3 93 Example 69 825 2-1877 C23H19N5O2S2 446.5 9.7 100 Example 69 826 2-1878 C20H21N5O3S 412.4 7.4 100 Example 69 827 2-1879 C19H19N5OS 366.4 8.1 100 Example 69 828 2-1880 C20H21N5OS 380.4 8.8 100 Example 69 829 2-1881 C27H23NClN6O2S 531.4 9.3 100 Example 71 830 2-1882 C29H30N6O3S 543.6 11.0 100 Example 71 831 2-1883 C26H24N6O3S 501.5 9.6 97 Example 71 832 2-1884 C25H22N6O3S 487.5 9.1 100 Example 71 833 2-1885 C20H20N6O2S 409.4 6.6 100 Example 71 834 2-1886 C23H26N6O2S 451.4 8.2 100 Example 71 835 2-1887 C26H24N6O3S 501.5 9.5 100 Example 71 836 2-1888 C21H17N7OOS2 448.4 7.8 88 Example 71 837 2-1889 C23H18N6O3S 447.5 7.3 92 Example 71 838 2-1890 C23H19N7O2S 458.5 6.0 100 Example 71 839 2-1891 C21H22N6O2S 423.5 6.8 100 Example 71 840 2-1892 C20H17N5OS 376.2 7.9 93 Example 71 841 2-1893 C24H20N6O2S 457.5 8.1 100 Example 71 842 2-1894 C23H22N8O2S 475.5 5.7 100 Example 71 843 2-1895 C16H13N5OS 324.1 6.8 74 Example 18 844 2-1897 C22H16ClNN5OS 434.0 9.5 85 Example 81 845 2-1898 C23H18N6O3S 459.0 9.0 96 Example 71 846 2-1899 C19H19N5O2S 382.2 7.1 97 Example 71 847 2-1900 C20H19N5OS 378.1 8.4 90 Example 71 848 2-1901 C26H24N6O3S 501.5 9.3 95 Example 71 849 2-1902 C20H19N5OS 378.1 8.4 85 Example 71 850 2-1903 C19H17N5O3S 396.1 6.5 97 Example 71

TABLE 235 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 851 2-1904 C22H24N6O2S2 469.3 7.5 95 Example 71 852 2-1905 C21H17N5O2S2 436.2 9.1 99 Example 69 853 2-1906 C22H16FN5OS 418.2 9.0 96 Example 81 854 2-1907 C22H16NFN5S 434.1 10.6 96 Example 81 855 2-1908 C24H21N5O2S 444.3 9.8 98 Example 81 856 2-1909 C22H15F2N5OS 436.1 9.1 98 Example 69 857 2-1910 C22H14F3N5OS 454.1 9.4 93 Example 69 858 2-1911 C24H17F2N5O3S 494.3 9.3 97 Example 69 859 2-1912 C23H17F2N5O2S 466.1 9.1 98 Example 69 860 2-1913 C22H16F2N6OS 451.3 8.4 97 Example 69 861 2-1914 C22H15F3N6OS 469.2 9.5 96 Example 69 862 2-1915 C23H18F2N6OS 465.2 9.2 98 Example 69 863 2-1916 C20H13F2N5O2S 426.2 8.1 99 Example 69 864 2-1917 C20H13F2N5OS2 442.3 8.9 96 Example 69 865 2-1918 C20H14F2N6OS 425.1 8.1 98 Example 69 866 2-1919 C25H19N5O2S 454.1 10.8 98 Example 18 867 2-1920 C25H19N5O2S2 470.2 12.5 89 Example 18 868 2-1921 C22H17N5O3S 432.2 6.5 67 Example 53 869 2-1922 C24H19N5O2S 442.3 8.4 96 Example 81 870 2-1923 C24H22N6OS 443.3 8.3 96 Example 81 871 2-1924 C25H23N5O4S 490.2 8.6 90 Example 81 872 2-1925 C23H18FN5OS 432.1 9.7 98 Example 81 873 2-1926 C24H21N5O2S 444.3 9.4 94 Example 81 874 2-1927 C19H14ClN7OS2 456.1 6.4 93 Example 71 875 2-1928 C20H14ClN5O3S2 472.2 8.8 97 Example 71 876 2-1929 C20H14ClN5O2S3 487.9 8.9 91 Example 71 877 2-1930 C28H28N6O3S 529.3 6.4 100 Example 71 878 2-1931 C24H21N5O2S 444.4 7.1 73 Example 107 879 2-1932 C22H18N6O2S 431.2 7.3 85 Example 107 880 2-1933 C23H21N5OS 416.4 7.2 84 Example 107 881 2-1934 C23H21N5O2S2 464.1 6.4 80 Example 107 882 2-1935 C23H189N6S 411.4 6.9 64 Example 107 883 2-1936 C22H18N6O2S 431.3 7.2 100 Example 107 884 2-1937 C23H21N5OS 416.4 7.5 94 Example 107 885 2-1938 C18H16N6O3S 397.2 6.2 97 Example 70 886 2-1939 C20H20N6O3S 425.5 6.4 97 Example 70 887 2-1940 C23H18N6O3S 459.4 7.6 96 Example 70 888 2-1941 C23H20N6OS 429.4 9.6 84 Example 70

TABLE 236 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 889 2-1942 C24H20N6O2S 457.3 9.8 97 Example 70 890 2-1943 C24H20N6O2S 457.3 8.6 99 Example 70 891 2-1944 C23H20N6OS 429.2 8.1 99 Example 71 892 2-1945 C18H14F3N5OS 406.2 9.4 98 Example 71 893 2-1946 C22H17N7S2 444.3 6.6 99 Example 73 894 2-1947 C18H14F3N5O2 390.3 8.2 95 Example 31 895 2-1948 C22H16FN5O2 402.1 8.0 99 Example 69 896 2-1949 C21H16FN5O3 406.2 7.9 99 Example 69 897 2-1950 C21H16FN5O2S 422.2 8.2 98 Example 68 898 2-2158 C21H15N5O3S 418.4 8.9 100 Example 71 899 2-2159 C21H15ClN6OS 435.4 8.7 93 Example 69

TABLE 237 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 900 3-0001 C16H13N5OS 324.1 6.4 95 Example 117 901 3-0004 C20H21N5OS 380.2 9.0 98 Example 117 902 3-0009 C19H19N5OS 366.3 8.2 95 Example 117 903 3-0012 C21H23N5OS 394.3 9.5 98 Example 117 904 3-0016 C21H23N5OS 394.3 9.6 95 Example 117 905 3-0019 C18H14F3N5OS 406.2 8.9 95 Example 117 906 3-0020 C21H23N5O2S 410.3 8.2 90 Example 117 907 3-0021 C19H18N6O2S 395.3 6.2 95 Example 117 908 3-0029 C17H15N5O4S2 418.2 5.0 90 Example 117 909 3-0036 C22H26N6OS 423.3 6.0 85 Example 117 910 3-0038 C21H21N5OS 392.3 9.1 95 Example 117 911 3-0053 C23H25N5OS 420.4 10.3 95 Example 117 912 3-0064 C23H26N6OS 435.3 5.8 90 Example 117 913 3-0065 C20H19N5OS 378.2 8.5 85 Example 117 914 3-0073 C22H17N5OS 400.2 9.8 95 Example 117 915 3-0074 C20H15N5O2S 390.3 9.4 100 Example 117 916 3-0081 C23H19N5OS 414.3 9.8 95 Example 117 917 3-0082 C22H16FN5OS 418.4 10.0 95 Example 117 918 3-0083 C22H16ClN5OS 434.2 10.8 95 Example 117 919 3-0084 C23H19N5O2S 430.2 10.1 95 Example 117 920 3-0085 C23H19N5O2S 430.3 9.8 95 Example 117 921 3-0086 C23H19N5OS2 446.4 10.5 95 Example 117 922 3-0087 C24H18N6OS 439.3 9.1 90 Example 117 923 3-0090 C24H19N5O2S 442.3 9.2 95 Example 117 924 3-0091 C24H19N5O2S 442.3 9.2 95 Example 117 925 3-0099 C23H19N5OS 414.2 9.5 98 Example 117 926 3-0100 C24H21N5O2S 444.4 9.6 95 Example 117 927 3-0109 C21H16N6OS 401.3 6.8 95 Example 117 928 3-0110 C21H16N6OS 401.3 6.3 95 Example 117 929 3-0112 C19H14N6OS2 407.3 8.4 90 Example 117 930 3-0115 C25H21N5OS 440.3 9.9 95 Example 117 931 3-0117 C21H17N5O2S 404.4 8.9 100 Example 117 932 3-0118 C23H18ClN5OS 448.3 10.2 90 Example 117 933 3-0119 C24H21N5O2S 444.3 9.2 95 Example 117 934 3-0124 C24H21N5OS 428.3 9.7 95 Example 117 935 3-0125 C21H17N5O2S 404.2 8.6 90 Example 117 936 3-0126 C21H17N5OS2 420.3 9.1 95 Example 117 937 3-0134 C22H18N6OS 415.2 5.9 80 Example 117

TABLE 238 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 938 3-0135 C20H16N6O2S 405.4 5.4 100 Example 117 939 3-0136 C22H18N6OS 415.2 5.8 85 Example 117 940 3-0137 C20H16N6O2S 405.4 5.3 100 Example 117 941 3-0139 C22H18N6OS 415.3 5.8 85 Example 117 942 3-0140 C20H16N6O2S 405.4 5.3 99 Example 117 943 3-0143 C24H21N5OS 428.2 10.0 98 Example 117 944 3-0148 C20H19N5OS 378.3 8.1 98 Example 117 945 3-0152 C21H21N5OS 392.3 9.3 98 Example 117 946 3-0156 C19H19N5O2S 382.1 8.8 98 Example 117 947 3-0160 C22H23N5OS 406.3 9.8 98 Example 117 948 3-0168 C22H23N5OS 406.4 10.0 98 Example 117 949 3-0175 C22H23N5OS 406.4 10.0 98 Example 117 950 3-0184 C23H25N5OS 420.4 10.8 98 Example 117 951 3-0197 C24H25N5O3S 464.3 10.2 98 Example 117 952 3-0198 C24H25N5O3S 464.3 9.6 95 Example 117 953 3-0206 C24H25N5O3S 464.3 9.3 85 Example 117 954 3-0207 C22H23N5O4S 454.5 9.0 99 Example 117 955 3-0217 C22H22N6O2S 435.3 6.7 95 Example 117 956 3-0220 C22H22N6O2S 435.2 6.4 95 Example 117 957 3-0235 C20H19N5O4S 426.3 6.8 96 Example 117 958 3-0241 C28H25N5O2S 496.4 10.1 98 Example 117 959 3-0242 C26H23N5O3S 486.1 9.9 95 Example 117 960 3-0243 C26H30N6O2S 491.3 8.7 98 Example 117 961 3-0244 C23H23N5O3S 450.3 8.3 90 Example 117 962 3-0294 C20H19N5O2S 394.3 7.6 95 Example 117 963 3-0297 C18H17N5O3S 384.2 7.0 100 Example 117 964 3-0325 C20H18N6O2S 407.3 6.2 80 Example 117 965 3-0331 C21H22N6OS 407.3 5.7 98 Example 117 966 3-0339 C26H24N6OS 469.2 9.6 98 Example 117 967 3-0340 C25H23N7OS 470.3 6.1 98 Example 117 968 3-0348 C28H26N6O2S 511.4 9.2 98 Example 117 969 3-0349 C24H26N6O3S 479.4 6.4 95 Example 117 970 3-0350 C27H26N6OS 483.2 6.9 98 Example 117 971 3-0351 C26H31N7OS 490.3 5.5 98 Example 117 972 3-0352 C28H26N6O3S 527.4 7.0 98 Example 117 973 3-0353 C22H22N6O2S 435.3 6.9 98 Example 117 974 3-0357 C25H22N6O3S 487.3 7.9 98 Example 117 975 3-0362 C23H20N6O4S 477.2 7.6 97 Example 117

TABLE 239 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 976 3-0397 C23H24N6O3S 465.2 8.7 98 Example 117 977 3-0398 C25H28N6O3S 493.3 10.1 95 Example 117 978 3-0399 C28H26N6O3S 527.4 10.1 98 Example 117 979 3-0430 C23H24N6O2S 449.3 6.9 75 Example 117 980 3-0532 C21H23N5OS 394.3 9.3 95 Example 117 981 3-0541 C22H25N5OS 408.3 10.2 96 Example 117 982 3-0542 C19H19N5O2S 382.4 8.6 99 Example 117 983 3-0543 C22H23N5OS 406.3 9.3 95 Example 117 984 3-0544 C24H28N6OS 449.4 6.1 95 Example 117 985 3-0545 C21H21N5OS 392.3 8.7 95 Example 117 986 3-0550 C24H28N6O2S 465.3 5.9 95 Example 117 987 3-0551 C23H19N5OS 414.3 10.0 98 Example 117 988 3-0552 C23H19N5O2S 430.2 9.4 98 Example 117 989 3-0553 C23H19N5O2S 430.3 8.0 90 Example 117 990 3-0554 C23H19N5O2S 430.3 8.0 98 Example 117 991 3-0555 C23H18FN5OS 432.3 10.3 98 Example 117 992 3-0556 C23H18FN5OS 432.2 10.1 95 Example 117 993 3-0557 C23H18ClN5OS 448.3 10.9 98 Example 117 994 3-0558 C23H18ClN5OS 448.3 10.9 98 Example 117 995 3-0559 C24H21N5O2S 444.4 10.2 95 Example 117 996 3-0560 C24H21N5O2S 444.3 9.9 95 Example 117 997 3-0561 C23H18N6O3S 459.1 10.3 98 Example 117 998 3-0564 C25H20N6OS 453.3 9.2 95 Example 117 999 3-0567 C25H21N5O2S 456.2 9.4 98 Example 117 1000 3-0568 C25H19N5OS 438.2 10.5 98 Example 117 1001 3-0575 C22H18N6OS 415.3 6.9 98 Example 117 1002 3-0577 C22H18N6OS 415.3 6.6 98 Example 117 1003 3-0584 C20H16N6OS2 421.2 8.6 94 Example 117 1004 3-0589 C24H21N5OS 428.2 9.6 95 Example 117 1005 3-0590 C24H20FN5OS 446.4 9.6 98 Example 117 1006 3-0591 C24H20ClN5OS 462.1 10.5 98 Example 117 1007 3-0592 C25H23N5O2S 458.2 9.4 90 Example 117 1008 3-0596 C25H23N5OS 442.4 9.8 95 Example 117 1009 3-0597 C25H22FN5OS 460.2 9.9 98 Example 117 1010 3-0598 C22H19N5O2S 418.3 8.8 90 Example 117 1011 3-0599 C22H19N5OS2 434.3 9.3 95 Example 117 1012 3-0600 C23H20N6OS 429.2 6.0 95 Example 117 1013 3-0605 C22H23N5OS 406.3 9.4 95 Example 117

TABLE 240 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 1014 3-0615 C23H25N5OS 420.3 10.3 95 Example 117 1015 3-0616 C23H25N5OS 420.3 10.3 95 Example 117 1016 3-0634 C25H27N5O3S 478.2 10.5 98 Example 117 1017 3-0635 C25H27N5O3S 478.3 9.8 95 Example 117 1018 3-0636 C25H27N5O3S 478.3 9.6 90 Example 117 1019 3-0642 C23H24N6O2S 449.3 7.1 98 Example 117 1020 3-0647 C23H24N6O2S 449.3 6.8 95 Example 117 1021 3-0651 C27H32N6O2S 505.3 8.9 98 Example 117 1022 3-0652 C24H25N5O3S 464.1 8.6 90 Example 117 1023 3-0653 C26H30N6OS 475.3 6.4 98 Example 117 1024 3-0654 C24H23N5O4S 478.2 9.6 80 Example 117 1025 3-0680 C21H20N6O2S 421.3 6.6 95 Example 117 1026 3-0682 C22H24N6OS 421.3 6.0 97 Example 117 1027 3-0683 C27H26N6OS 483.3 9.8 90 Example 117 1028 3-0684 C26H25N7OS 484.2 6.5 98 Example 117 1029 3-0685 C29H28N6O2S 525.2 9.5 90 Example 117 1030 3-0686 C28H28N6OS 497.3 7.2 98 Example 117 1031 3-0687 C27H33N7OS 504.4 5.8 98 Example 117 1032 3-0688 C29H28N6O3S 541.3 7.3 98 Example 117 1033 3-0689 C23H24N6O2S 449.3 7.1 98 Example 117 1034 3-0690 C26H24N6O3S 501.3 8.3 95 Example 117 1035 3-0710 C24H26N6O3S 479.3 8.9 98 Example 117 1036 3-0711 C29H28N6O3S 541.2 10.4 98 Example 117 1037 3-0724 C24H26N6O2S 463.3 7.1 95 Example 117 1038 3-0725 C25H22FN5OS 460.2 9.9 98 Example 117 1039 3-0726 C24H21N5O2S 444.3 9.7 90 Example 117 1040 3-0727 C24H21N5OS2 460.2 10.5 90 Example 117 1041 3-0898 C22H23N5OS 406.7 9.8 90 Example 117 1042 3-0909 C25H28N6OS 461.7 6.2 85 Example 117 1043 3-0924 C20H19N5OS2 410.6 9.1 70 Example 117 1044 3-0947 C21H20BrN5OS 470.6 10.0 83 Example 117 1045 3-0949 C22H24N6O2S 437.7 5.9 94 Example 117 1046 3-0950 C25H27N5OS 446.6 11.6 81 Example 117 1047 3-0962 C23H25N5OS 420.6 10.4 68 Example 117 1048 3-0963 C23H25N5OS 420.6 10.6 90 Example 117 1049 3-0965 C29H27N5O2S 510.7 10.5 84 Example 117 1050 3-0966 C26H30N6OS 475.8 6.5 86 Example 117 1051 3-0968 C25H28N6O3S 493.6 9.2 47 Example 117

TABLE 241 Compound ESI/MS HPLC Purity Synthesis Example No. Compositional formula m/e (min) (%) method 1052 3-0969 C28H25N5O3S 512.7 10.8 88 Example 117 1053 3-0970 C22H21N5O3S 436.7 8.6 80 Example 117 1054 3-0970 (S) C22H21N5O3S 436.6 8.6 79 Example 117 1055 3-0971 C25H27N5O3S 478.7 10.5 93 Example 117 1056 3-0973 C22H23N5O2S 422.7 8.8 73 Example 117 1057 3-0974 C21H19N5OS 390.6 9.1 64 Example 117 1058 3-0977 C21H21N5O2S 408.6 7.2 81 Example 117 1059 3-0978 C23H25N5OS 420.7 10.6 83 Example 117 1060 3-0979 C23H25N5O2S 436.7 8.3 43 Example 117 1061 3-0980 C22H23N5O2S 422.7 7.5 53 Example 117 1062 3-0981 C25H23N7OS 470.7 6.4 92 Example 117 1063 3-0982 C21H21N5O2S 408.6 6.8 72 Example 117 1064 3-0983 C24H22N8OS 471.7 8.1 71 Example 117 1065 3-0984 C26H23ClN6OS 503.7 11.4 75 Example 117 1066 3-0985 C28H27N5OS 482.7 11.9 79 Example 117 1067 3-0986 C25H27N5OS 446.7 11.8 86 Example 117 1068 3-0987 C25H27N5OS 446.7 11.6 81 Example 117 1069 3-0988 C27H25ClN6OS 517.7 7.8 94 Example 117 1070 3-0989 C27H32N6O3S 521.7 10.2 79 Example 117 1071 3-0990 C28H34N6O3S 535.7 10.4 78 Example 117 1072 3-0991 C26H30N6O3S 507.7 9.8 80 Example 117 1073 3-0992 C28H25N7O2S 524.7 8.6 76 Example 117 1074 3-0993 C22H23N5O2S 422.6 7.1 40 Example 117 1075 3-1776 C21H17N5O2S 404.2 9.7 98 Example 117 1076 3-1777 C21H18N6O2S 419.3 5.6 98 Example 117 1077 3-1778 C23H25N5O4S 468.2 9.4 99 Example 117 1078 3-1779 C20H21N5O2S 396.2 9.2 94 Example 117 1079 3-1780 C26H32N6O3S 509.3 9.6 92 Example 117 1080 3-1781 C23H26N6O3S 467.1 8.8 86 Example 117 1081 3-1782 C26H24N6O3S 501.2 9.1 97 Example 117 1082 3-1783 C20H21N5OS 380.5 9.1 70 Example 117 1083 3-1784 C19H19N5O2S 382.5 7.3 76 Example 117 1084 3-1785 C24H29N5OS 436.7 11.9 84 Example 117 1085 3-1786 C23H28N6OS 423.7 6.4 75 Example 117 1086 3-1787 C23H28N6OS 437.7 6.6 50 Example 117 1087 3-1788 C27H25N5O3S 500.7 10.9 86 Example 117 1088 3-1789 C22H25N5OS 408.6 10.7 98 Example 117 1089 3-1790 C24H29N5OS 436.7 12.2 95 Example 117

TABLE 242 Compound Compositional ESI/MS HPLC Purity Synthesis Example No. formula m/e (min) (%) method 1090 3-1791 C17H15N5OS 338.6 7.0 36 Example 117 1091 3-1792 C18H17N5OS 352.6 7.6 93 Example 117 1092 3-1793 C19H19N5OS 366.6 8.4 70 Example 117 1093 3-1794 C21H24N6OS 451.8 6.9 96 Example 117 1094 3-1795 C22H24N6O2S 437.7 6.0 92 Example 117 1095 3-1796 C25H30N6OS 463.8 6.6 93 Example 117 1096 3-1797 C23H26N6O2S 451.7 6.0 98 Example 117 1097 3-1798 C23H26N6OS 435.7 6.3 92 Example 117 1098 3-1799 C18H17N5OS 352.6 7.8 87 Example 117 1099 3-1800 C26H25N5OS 456.7 11.3 74 Example 117 1100 3-1801 C23H25N5O3S 452.7 10.2 94 Example 117 1101 3-1802 C20H17N5OS 376.6 8.8 80 Example 117 1102 3-1803 C20H19N5OS 378.6 9.0 79 Example 117 1103 3-1804 C30H25N5OS 504.7 12.2 94 Example 117 1104 3-1805 C22H24N6OS 421.7 6.2 85 Example 117 1105 3-1806 C21H21N5O3S 424.6 8.2 67 Example 117 1106 3-1807 C21H21N5O3S 424.6 9.0 69 Example 117 1107 3-1808 C24H25N5OS 432.6 11.2 48 Example 117 1108 3-1809 C22H25N5OS 408.6 10.8 81 Example 117 1109 3-1810 C19H19N5OS 366.6 8.5 88 Example 117 1110 3-1811 C23H25N5OS 420.6 10.7 96 Example 117 1111 3-1812 C21H23N5OS 394.6 10.0 79 Example 117 1112 3-1813 C21H23N5OS 394.6 10.0 77 Example 117 1113 3-1814 C20H21N5O2S 396.6 8.2 88 Example 117 1114 3-1815 C20H21N5OS 380.5 9.1 66 Example 117 1115 3-1816 C20H20N6O2S 409.6 6.3 76 Example 117 1116 3-1817 C24H19N5O3S 458.6 10.1 46 Example 117 1117 3-1818 C23H16F3N5O2S 484.6 11.6 94 Example 117 1118 3-1819 C23H19N5OS2 446.6 10.7 87 Example 117 1119 3-1820 C22H18N6O3S2 479.6 8.4 37 Example 117 1120 3-1821 C23H17N5O3S 444.6 9.7 66 Example 117 1121 3-1822 C24H21N5O3S 460.7 10.1 70 Example 117 1122 3-1823 C25H21N5O3S 472.7 10.8 78 Example 117 1123 3-1824 C22H16N6O3S 445.6 10.4 58 Example 117 1124 3-1825 C23H18N6O2S 443.6 7.5 76 Example 117 1125 3-1826 C19H17N5OS 364.3 9.4 99 Example 117

TABLE 243 Compositional ESI/MS HPLC Purity Synthesis Example Compound No. formula m/e (min) (%) method 1126 4-0002 C14H10N4O3S 315.3 6.8 100 Example 114 1127 4-0007 C16H14N4O3S 343.3 9.4 91 Example 112 1128 4-0029 C17H14N4O2S 339.3 7.7 95 Example 114 1129 4-0030 C19H18N4O3 351.3 8.5 80 Example 110 1130 4-0031 C19H18N4O2S 367.3 10.1 84 Example 112 1131 4-0040 C19H18N4O3 317.3 8.8 89 Example 112

TABLE 244 Compositional ESI/MS HPLC Purity Synthesis Example Compound No. formula m/e (min) (%) method 1132 5-0001 C17H14N4OS 323.2 8.7 100 Example 120 1133 5-0005 C22H22N4OS 319.2 11.9 98 Example 121 1134 5-0016 C23H18N4OS 399.3 10.8 90 Example 121 1135 5-0041 C18H14N4OS 335.4 9.3 99 Example 121 1136 5-0049 C18H16N4OS 337.3 9.0 100 Example 120 1137 5-0051 C23H24N4OS 405.3 12.3 99 Example 121 1138 5-0054 C23H18N4OS 399.2 11.1 98 Example 121 1139 5-0060 C24H20N4OS 413.2 11.2 95 Example 121 1140 5-0074 C21H22N4OS 379.2 11.5 98 Example 120

TABLE 245 Compound Compositional ESI/MS HPLC Purity Synthesis Example No. formula m/e (min) (%) method 1141 6-0055 C9H9N5S 220.2 4.2 99 Example 122 1142 6-0056 C11H11N5S 246.1 5.6 91 Example 122 1143 6-0057 C12H13N5S 260.4 6.6 88 Example 122 1144 6-0058 C12H13N5OS 276.1 4.1 92 Example 122 1145 6-0268 C16H23N5OS 334.5 9.8 100 Example 123 1146 6-0278 C18H25N5OS 360.4 11.0 76 Example 123 1147 6-0283 C19H28N6OS 389.4 5.9 78 Example 123 1148 6-0298 C15H21N5O2S 336.4 6.7 97 Example 123 1149 6-0300 C15H21N5OS 320.4 8.8 97 Example 123 1150 6-0304 C16H23N5OS 334.4 9.9 94 Example 123 1151 6-0308 C17H23N5OS 346.3 10.5 91 Example 123 1152 6-0312 C17H21N5OS 344.4 9.7 70 Example 123 1153 6-0316 C16H23N5O2S 350.3 7.3 94 Example 123 1154 6-0320 C17H23N5OS 346.3 10.1 92 Example 123 1155 6-0324 C17H23N5O2S 362.4 6.9 95 Example 123 1156 6-0328 (R) C17H24N6OS 361.3 5.1 90 Example 123 1157 6-0328 (S) C17H24N6OS 361.4 5.1 86 Example 123 1158 6-0333 C18H25N5OS 360.2 10.8 96 Example 123 1159 6-0337 C20H29N5OS 388.4 13.0 97 Example 123 1160 6-0341 C18H25N5O2S 376.3 8.1 96 Example 123 1161 6-0343 C19H28N6OS 389.4 5.7 99 Example 123 1162 6-0345 C22H27N7OS 438.3 6.3 96 Example 123 1163 6-0347 C17H23N5O2S 362.4 8.8 99 Example 123 1164 6-0349 C17H24N6OS 361.3 5.2 97 Example 123 1165 6-0353 C18H26N6OS 375.3 5.4 91 Example 123 1166 6-0366 C23H35N7OS 458.4 5.4 93 Example 123 1167 6-0370 C19H28N6O2S 405.4 5.3 99 Example 123 1168 6-0374 C17H22N6O2S 375.3 6.3 86 Example 123 1169 6-0378 C19H27N5OS 374.3 11.8 96 Example 123 1170 6-0382 C18H26N6OS 375.3 5.7 97 Example 123 1171 6-0390 C16H18N6OS 343.2 6.8 88 Example 123 1172 6-0394 C17H20N6OS 357.4 10.0 49 Example 123 1173 6-0414 C19H18N6S2 395.2 9.5 88 Example 124 1174 6-1033 C20H19FN6O2S 427.3 6.1 96 Example 122

Example 1175

The ¹H-NMR spectra (400 MHz, DMSO-d₆ or CDCl₃) of the compounds of the invention were measured. The data for the chemical shifts (δ: ppm) and coupling constants (J: Hz) are shown in Tables 246 to 262 below. The compound numbers in the tables represent the compound numbers in Tables 1 to 214 listed as the preferred examples, and the examples in the tables represent the examples for synthesis of the corresponding compounds. TABLE 246 Compound No. Example NMR δ(ppm) Solvent 1-005 128 0.86-0.96(m, 3H), 1.32-1.48(m, 4H), 2.26-2.31(m, DMSO-d6 2H), 6.44(d, J=16.1, 1H), 6.88-6.95(m, 1H), 7.95(s, 1H), 12.29(brs, 1H), 13.06(brs, 1H). 1-006 129 7.16(d, J=16.5, 1H), 7.37-7.47(m, 3H), DMSO-d6 7.49(d, J=7.3, 2H), 7.76(d, J=16.5, 1H), 7.99(d, J=3.4, 1H), 12.38(brs, 1H), 13.31(brs, 1H). 1-009 132 2.32(s, 3H), 7.34-7.48(m, 4H), 8.02(s, DMSO-d6 1H), 12.39(brs, 1H), 13.27(brs, 1H). 1-015 136 2.16(s, 3H), 2.32(s, 1H), 7.24-7.251(m, 2H), 7.34-7.36(m, 1H), 8.01(s, 1H), DMSO-d6 12.36(brs, 1H), 13.23(brs, 1H). 1-016 137 2.18(s, 3H), 2.34(s, 1H), 7.24-7.31(m, DMSO-d6 2H), 7.37-7.38(m, 1H), 8.20(s, 1H), 13.36(brs, 1H), 13.80(brs, 1H). 1-018 139 2.27(s, 3H), 2.34(s, 3H), 7.23-7.31(m, DMSO-d6 3H), 8.02(d, J=3.4, 1H), 12.39(brs, 1H), 13.23(brs, 1H). 1-025 145 7.51-7.70(m, 4H), 8.02(s, 1H), 12.41(brs, DMSO-d6 1H), 13.49(brs, 1H). 1-026 146 7.51-7.71(m, 4H), 8.22(s, 1H), 13.59(brs, DMSO-d6 1H), 13.88(brs, 1H). 1-029 148 7.66-7.68(m, 2H), 7.96-8.02(m, 3H), DMSO-d6 12.35(brs, 1H), 13.53(brs, 1H). 1-031 149 7.55-7.66(m, 2H), 7.87-7.89(m, 1H), 8.04-8.06(m, DMSO-d6 1H), 12.48(brs, 1H), 13.60(brs, 1H). 1-033 150 7.67-7.75(m, 2H), 7.81-7.82(m, 1H), 8.05-8.06(m, DMSO-d6 1H), 12.47(brs, 1H), 13.60(brs, 1H). 1-036 152 7.64-7.70(m, 2H), 7.91(d, J=2.0, 1H), DMSO-d6 8.05(br, 1H), 12.46(brs, 1H), 13.58(brs, 1H). 1-037 153 7.65-7.74(m, 2H), 7.92(d, J=2.0, 1H), DMSO-d6 8.23(d, J=3.4, 1H), 13.64(brs, 1H), 13.93(brs, 1H). 1-044 158 3.83(s, 3H), 3.84(s, 3H), 6.67-6.74(m, DMSO-d6 2H), 7.44(d, J=8.5, 1H), 7.96(d, J=3.6, 1H), 12.28(brs, 1H), 12.98(brs, 1H). 1-045 159 3.86(s, 3H), 3.87(s, 3H), 6.70-6.76(m, DMSO-d6 2H), 7.52(d, J=8.6, 1H), 8.15(s, 1H)

TABLE 247 Compound No. Example NMR δ(ppm) Solvent 1-086 199 7.26-7.28(m, 1H), 7.84-7.86(m, 1H), 7.95-7.97(m, DMSO-d6 1H), 8.01(d, 1H), 12.40(brs, 1H), 13.54(brs, 1H). 1-087 200 7.29-7.31(m, 1H), 7.92-7.93(d, J=4.9, DMSO-d6 1H), 8.17-8.18(m, 28), 13.49(brs, 1H), 13.80(brs, 1H). 1-102 209 2.53(s, 3H), 3.99(s, 3H), 7.95(s, 1H), DMSO-d6 12.32(brs, 1H). 1-106 213 0.56(d, J=6.8, 6H), 1.71-1.79(m, 1H), DMSO-d6 4.30(d, J=7.6, 2H), 7.62(s, 5H), 8.03(s, 1H), 12.46(brs, 1H). 1-107 214 0.83(d, J=6.6, 6H), 2.05-2.13(m, 1H), DMSO-d6 2.49(s, 3H), 4.21(d, J=7.6, 2H), 7.93(d, J=3.6, 1H), 12.29(brs, 1H). 1-122 219 0.94(d, J=6.6, 6H), 1.58-1.59(m, 2H), DMSO-d6 1.69-1.76(m, 1H), 2.57(s, 3H), 4.87(t, J=8.3, 2H), 8.09(s, 1H), 13.63(brs, 1H). 1-125 220 0.50(d, J=6.6, 3H), 0.58(t, J=7.3, 3H), DMSO-d6 0.78-0.89(m, 1H), 0.97-1.08(m, 1H), 1.48-1.57(m, 1H), 4.30(dd, J=13.4, 8.1, 1H), 4.40(dd, J=13.4, 6.7, 1H), 7.62(s, 5H), 8.03(s, 1H), 12.43(brs, 1H). 1-126 221 0.48(d, J=6.8, 3H), 0.56(t, J=7.3, 3H), DMSO-d6 0.74-0.86(m, 1H), 0.99-1.09(m, 1H), 1.66-1.75(m, 1H), 4.79-4.80(m, 2H), 7.62-7.67(m, 5H), 8.20(s, 1H), 13.80(brs, 1H). 1-127 222 0.76(d, J=6.8, 3H), 0.85(t, J=7.4, 3H), DMSO-d6 1.13-1.29(m, 2H), 1.84-1.92(m, 1H), 2.49(s, 3H), 4.18-4.31(m, 2H), 7.93(d, J=3.7, 1H), 12.28(brs, 1H). 1-129 224 0.59(s, 9H), 4.19(d, J=14.2, 1H), 6.28(d, DMSO-d6 J=14.2, 1H), 7.61-7.64(m, 3H), 7.74-7.76(m, 2H), 8.21(s, 1H), 13.79(brs, 1H). 1-134 229 0.84(t, J=6.9, 3H), 1.23-1.31(m, 4H), DMSO-d6 1.66-1.71(m, 2H), 2.49(s, 3H), 4.36(t, J=7.6, 2H), 7.92(d, J=3.6, 1H), 12.28(brs, 1H). 1-135 230 0.86(t, J=6.8, 3H), 1.30-1.32(m, 4H), DMSO-d6 1.70-1.72(m, 2H), 2.56(s, 3H), 4.83(t, J=7.8, 2H), 8.09(s, 1H), 13.63(brs, 1H).

TABLE 248 Compound No. Example NMR δ(ppm) Solvent 1-144 233 0.53-0.55(m, 2H), 0.84-0.88(m, 2H), 3.77-3.80(m, DMSO-d6 1H), 7.58-7.60(m, 3H), 7.72-7.74(m, 2H), 7.99(s, 1H), 12.33(brs, 1H). 1-145 234 0.98-1.08(m, 4H), 2.44(s, 3H), 3.30-3.34(m, DMSO-d6 1H), 7.84(s, 1H), 12.14(brs, 1H). 1-146 235 7.59(s, 4H), 8.07(s, 1H), 8.50(s, 1H), DMSO-d6 12.52(brs, 1H). 1-164 236 1.89-1.92(m, 2H), 2.52-2.60(m, 2H), DMSO-d6 4.40(t, J=6.9, 2H), 7.64(s, 5H), 7.79(brs, 3H), 8.07(d, J=3.7, 1H), 12.60(brs, 1H). 1-194 237 1.71-1.78(m, 2H), 3.20-3.25(m, 2H), 4.37-4.41(m, DMSO-d6 3H), 7.62(s, 5H), 8.03(s, 1H), 12.46(brs, 1H). 1-208 239 2.92(s, 3H), 3.54(t, J=5.6, 2H), 4.98(t, DMSO-d6 J=5.6, 2H), 7.62-7.65(m, 5H), 8.21(s, 1H), 13.84(s, 1H). 1-209 240 2.49(s, 3H), 3.19(s, 3H), 3.63(t, J=5.2, DMSO-d6 2H), 4.53(t, J=5.2, 2H), 7.94(d, J=3.6, 1H), 12.33(brs, 1H). 1-215 242 0.87(t, J=7.0, 3H), 3.09(q, J=7.0, 2H), DMSO-d6 3.58(t, J=5.4, 2H), 4.96(t, J=5.4, 2H), 7.61-7.66(m, 5H), 8.21(s, 1H), 13.83(s, 1H). 1-222 243 0.99(t, J=7.0, 3H), 2.49(s, 3H), 3.34(q, DMSO-d6 J=7.0, 2H), 3.65(t, J=5.2, 2H), 4.50(t, J=5.2, 2H), 7.93(d, J=3.6, 1H), 12.32(brs, 1H). 1-299 248 1.94-1.98(m, 2H), 2.50(s, 3H), 3.17(s, DMSO-d6 3H), 3.24-3.31(m, 2H), 4.39(t, J=7.0, 2H), 7.93(s, 1H), 12.31(brs, 1H). 1-233 252 1.10-1.30(m, 3H), 1.82-1.86(m, 2H), 3.29-3.47(m, DMSO-d6 4H), 4.33-4.64(m, 4H), 7.20-7.36(m, 5H), 8.11(d, J=2.5, 1H), 13.68(brs, 1H). 1-241 260 0.99-1.07(m, 4H), 1.13-1.37(m, 6H), 1.85-2.14(m, DMSO-d6 4H), 4.34-4.35(m, 4H), 8.15(d, J=2.5, 1H), 13.68(brs, 1H). 1-265 271 1.93-1.99(m, 2H), 2.02(s, 3H), 2.44-2.48(m, DMSO-d6 2H), 2.47(s, 3H), 4.40(t, J=7.3, 2H), 7.91(d, J=3.4, 1H), 12.29(brs, 1H).

TABLE 249 Compound No. Example NMR δ(ppm) Solvent 1-272 272 2.98(t, J=6.4, 2H), 4.56(t, J=6.4, 2H), DMSO-d6 7.64(s, 5H), 8.09(d, J=3.4, 1H), 12.62(brs, 1H). 1-275 275 −0.031(d, J=4.9, 2H), 0.24(d, J=6.6, 2H), DMSO-d6 0.94-0.95(m, 1H), 4.92(d, J=7.1, 2H), 7.64-7.67(m, 5H), 8.22(s, 1H), 13.84(s, 1H). 1-280 276 0.58-0.60(m, 2H), 0.93(brs, 3H), 1.21-1.24(m, DMSO-d6 2H), 1.44-1.46(m, 4H), 4.31(d, J=7.3, 2H), 7.62(s, 5H), 8.03(d, J=3.7, 1H), 12.43(brs, 1H). 1-294 282 1.44-1.47(m, 2H), 1.53-1.55(m, 2H), DMSO-d6 1.84(brs, 2H), 1.94(brs, 2H), 2.28(t, J=7.0, 2H), 2.50(s, 3H), 4.44(t, J=7.0, 2H), 5.20(brs, 1H), 7.93(d, J=3.6, 1H), 12.30(brs, 1H). 1-298 286 1.55-1.63(m, 1H), 1.77-1.84(m, 2H), 1.90-1.99(m, DMSO-d6 1H), 2.49(s, 3H), 3.58(dd, J=14.4, 7.6, 1H), 3.73(dd, J=14.4, 7.0, 1H), 4.31(dd, J=14.0, 8.4, 1H), 4.52(dd, J=14.0, 3.3, 1H), 7.92(s, 1H), 12.30(brs, 1H). 1-300 288 5.62(s, 2H), 7.28-7.33(m, 5H), 7.98(s, DMSO-d6 1H), 8.40(s, 1H), 12.42(brs, 1H). 1-301 289 6.20(s, 2H), 7.19-7.32(m, 5H), 8.17(s, DMSO-d6 1H), 8.63(s, 1H), 13.82(brs, 1H). 1-302 290 0.85(d, J=1.6, 6H), 1.75-1.85(m, 1H), DMSO-d6 2.66(d, J=1.9, 2H), 5.77(s, 2H), 7.05(d, J=1.7, 2H), 7.22-7.34(m, 3H), 7.99(s, 1H), 12.38(brs, 1H). 1-303 291 0.95-1.09 (m, 4H), 1.87-1.94(m, 1H), DMSO-d6 5.84(s, 2H), 7.13(d, J=1.7, 2H), 7.25-7.35(m, 3H), 7.97(s, 1H), 12.35(brs, 1H). 1-306 294 2.69 (t, J=1.8, 2H), 3.07 (t, J=1.8, 2H), DMSO-d6 5.74(s, 2H), 7.05-7.37 (m, 10H), 8.00(s, 1H), 12.42(brs, 1H). 1-307 295 5.70(s, 2H), 6.78-6.80(m, 2H), 7.18-7.21(m, DMSO-d6 3H), 7.50-7.57(m, 5H), 8.06(s, 1H), 12.46(brs, 1H). 1-311 298 2.89(t, J=7.1, 2H), 4.54(t, J=7.1, 2H), DMSO-d6 6.78-6.79(m, 2H), 7.14-7.16(m, 3H), 7.31-7.33(m, 2H), 7.51-7.57(m, 3H), 8.05(d, J=3.7, 1H), 12.49(brs, 1H).

TABLE 250 Com- Ex- pound am- No. ple NMR δ(ppm) Solvent 1-312 299 2.92(t, J=7.4, 2H), 4.97(t, J=7.4, 2H), DMSO-d6 6.77-6.79(m, 2H), 7.15-7.16(m, 3H), 7.41-7.43(m, 2H), 7.55-7.61(m, 3H), 8.23(s, 1H), 13.88(s, 1H). 1-313 300 2.13(s, 3H), 3.01(t, J=7.1, 2H), 4.55(t, DMSO-d6 J=7.1, 2H), 7.07-7.09(m, 2H), 7.22-7.28(m, 3H), 7.95(d, J=3.9, 1H), 12.34(brs, 1H). 1-316 303 0.82-0.90(m, 6H), 1.87-1.95(m, 1H), DMSO-d6 2.01-2.05(t, J=1.8, 2H), 2.60-2.72(m, 2H), 4.31-4.46(m, 4H), 7.15-7.30(m, 5H), 8.27(d, J=3.3, 1H), 13.64(brs, 1H). 1-318 305 1.75(t, J=1.7, 2H), 2.48-2.54(m, 2H), DMSO-d6 4.20-4.34(m, 4H), 7.02-7.38(m, 10H), 7.98(t, J=1.7, 1H), 12.36(brs, 1H). 1-319 306 1.75(t, J=1.7, 2H), 2.64(t, J=1.9, 2H), DMSO-d6 2.92 (t, J=1.8, 2H), 3.11 (t, J=1.8, 2H), 4.34-4.48(m, 2H), 7.06-7.27(m, 10H), 8.09(d, J=3.2, 1H), 13.63(brs, 1H). 1-320 307 1.87-1.94(m, 2H), 2.38(t, J=7.5, 2H), DMSO-d6 4.37(t, J=7.5, 2H), 6.98(d, J=6.8, 2H), 7.10-7.18(m, 3H), 7.58(s, 5H), 8.03(s, 1H), 12.45(brs, 1H). 1-398 331 2.53(s, 3H), 5.88(s, 2H), 6.97(dd, DMSO-d6 J=5.1, 3.5, 1H), 7.12(d, J=3.5, 1H), 7.47(dd, J=5.1, 1.5, 1H), 7.98(d, J=3.6, 1H), 12.44(brs, 1H). 1-400 333 2.12(s, 3H), 2.43(s, 3H), 5.59(s, 2H), DMSO-d6 5.93(s, 1H), 6.19(s, 1H), 7.89(d, J=3.4, 1H), 12.30(brs, 1H). 1-417 336 2.17(s, 3H), 3.26(t, J=6.9, 2H), 4.55(t, DMSO-d6 J=6.9 2H), 6.73-6.74(m, 1H), 6.92-6.95(m, 1H), 7.35-7.36(m, 1H), 7.96(d, J=3.7, 1H), 12.36(brs, 1H). 2-015 472 3.44-3.49(m, 2H), 4.54(t, J=5.1, 2H), DMSO-d6 7.38-7.41(m, 4H), 7.47-7.50(m, 3H), 7.55-7.57(m, 2H), 8.03(s, 1H), 8.40(t, J=5.6, 1H), 12.48(brs, 1H). 2-026 477 3.48-3.50(m, 2H), 3.87(s, 3H), 4.56(t, DMSO-d6 J=5.0, 2H), 7.34-7.49(m, 5H), 7.66(d, J=8.5, 2H), 7.98(d, J=8.5, 2H), 8.04(s, 1H), 8.52(t, J=5.6, 1H), 12.48(brs, 1H).

TABLE 251 Compound No. Example NMR δ(ppm) Solvent 2-031 478 3.39-3.47(m, 2H), 4.49(t, J=5.0, 2H), DMSO-d6 6.58(dd, J=3.4, 1.7, 1H), 6.86(d, J=3.4, 1H), 7.36-7.37(m, 4H), 7.44-7.49(m, 1H), 7.78(d, J=1.7, 1H), 8.04(s, 1H), 8.17(t, J=5.9, 1H), 12.48(brs, 1H). 2-033 480 3.47-3.51(m, 2H), 4.58(t, J=5.1, 2H), DMSO-d6 7.37-7.47(m, 6H), 7.86-7.89(m, 1H), 8.04(s, 1H), 8.53(t, J=6.0, 1H), 8.66-8.71(m, 2H), 12.50(brs, 1H). 2-034 481 3.47-3.51(m, 2H), 4.57(t, J=5.0, 2H), DMSO-d6 7.35-7.49(m, 7H), 8.04(s, 1H), 8.63-8.67(m, 3H), 12.50(brs, 1H). 2-035 482 3.45-3.46(m, 2H), 4.55(t, J=4.5, 2H), DMSO-d6 7.13(d, J=3.9, 1H), 7.37-7.46(m, 5H), 7.70(d, J=3.9, 1H), 8.06(s, 1H), 8.66(t, J=5.6, 1H), 12.50(brs, 1H). 2-062 489 1.85-1.90(m, 2H), 3.05-3.10(m, 2H), DMSO-d6 4.41(t, J=7.2, 2H), 7.45-7.70(m, 9H), 8.03(s, 1H), 8.43(t, J=5.2, 1H), 12.48(brs, 1H). 2-063 490 1.82-1.89(m, 2H), 3.04-3.09(m, 2H), DMSO-d6 4.41(t, J=7.4, 2H), 7.49-7.60(m, 7H), 7.70(d, J=8.6, 2H), 8.03(s, 1H), 8.39(t, J=5.4, 1H), 12.48(brs, 1H). 2-092 495 1.85-1.89(m, 2H), 3.06-3.11(m, 2H), DMSO-d6 3.87(s, 3H), 4.42(t, J=7.2, 2H), 7.48-7.53(m, 3H), 7.58-7.60(m, 2H), 7.79-7.81(m, 2H), 7.98-8.03(m, 3H), 8.51(t, J=5.5, 1H)., 12.48(brs, 1H). 2-093 496 1.85-1.90(m, 2H), 3.07-3.11(m, 2H), DMSO-d6 4.43(t, J=7.3, 2H), 7.45-7.60(m, 6H), 8.01-8.03(m, 2H), 8.51(t, J=5.5, 1H), 8.67-8.68(m, 1H), 8.84-8.85(m, 1H), 12.49(brs, 1H). 2-096 497 1.85-1.88(m, 2H), 3.06-3.10(m, 2H), DMSO-d6 4.42(t, J=7.4, 2H), 7.49-7.61(m, 7H), 8.03(s, 1H), 8.60(t, J=5.4, 1H), 8.66-8.71(m, 2H), 12.49(brs, 1H).

TABLE 252 Compound No. Example NMR δ(ppm) Solvent 2-147 500 1.72-1.75(m, 2H), 2.83-2.88(m, 2H), DMSO-d6 3.46(s, 2H), 4.36(t, J=7.2, 2H), 6.81(d, J=3.4, 1H), 6.90-6.92(m, 1H), 7.30-7.32(m, 1H), 7.60(s, 5H), 7.93(t, J=5.5, 1H), 8.03(d, J=3.9, 1H), 12.47(brs, 1H). 2-208 502 1.30(s, 9H), 1.68-1.76(m, 2H), 2.71-2.74(m, DMSO-d6 2H), 4.34(t, J=7.3, 2H), 6.64(t, J=5.7, 1H), 7.61(s, 5H), 8.03(d, J=3.7, 1H), 12.47(brs, 1H). 2-507 503 1.76(s, 3H), 4.20(t, J=4.9, 2H), 4.60(t, DMSO-d6 J=4.9, 2H), 7.63(s, 5H), 8.06(s, 1H), 12.54(brs, 1H). 2-509 504 4.45(t, J=4.6, 2H), 4.82(t, J=4.6, 2H), DMSO-d6 7.49-7.61(m, 8H), 7.70-7.73(m, 1H), 8.04(s, 1H), 12.54(brs, 1H). 2-519 506 1.72(s, 3H), 1.86-1.92(m, 2H), 3.74(t, DMSO-d6 J=5.7, 2H), 4.46(t, J=7.0, 2H), 7.62(s, 5H), 8.04(s, 1H), 12.49(brs, 1H). 2-521 508 2.04-2.07(m, 2H), 4.05(t, J=5.5, 2H), DMSO-d6 4.56(t, J=7.1, 2H), 7.44-7.64(m, 10H), 8.02(s, 1H), 12.49(brs, 1H). 2-523 510 2.05-2.08(m, 2H), 4.05(t, J=5.4, 2H), DMSO-d6 4.57(t, J=6.7, 2H), 7.43-7.59(m, 8H), 7.70-7.73(m, 1H), 8.01(s, 1H), 12.48(brs, 1H). 2-530 517 2.00-2.04(m, 2H), 4.00(t, J=5.6, 2H), DMSO-d6 4.53(t, J=6.8, 2H), 6.64(dd, J=3.7, 1.7, 1H), 6.96(dd, J=3.7, 0.85, 1H), 7.49-7.59(m, 5H), 7.90(dd, J=1.7, 0.85, 1H), 8.02(s, 1H), 12.49(brs, 1H). 2-147 500 1.72-1.75(m, 2H), 2.83-2.88(m, 2H), DMSO-d6 3.46(s, 2H), 4.36(t, J=7.2, 2H), 6.81(d, J=3.4, 1H), 6.90-6.92(m, 1H), 7.30-7.32(m, 1H), 7.60(s, 5H), 7.93(t, J=5.5, 1H), 8.03(d, J=3.9, 1H), 12.47(brs, 1H). 2-208 502 1.30(s, 9H), 1.68-1.76(m, 2H), 2.71-2.74(m, DMSO-d6 2H), 4.34(t, J=7.3, 2H), 6.64(t, J=5.7, 1H), 7.61(s, 5H), 8.03(d, J=3.7, 1H), 12.47(brs, 1H). 2-507 503 1.76(s, 3H), 4.20(t, J=4.9, 2H), 4.60(t, DMSO-d6 J=4.9, 2H), 7.63(s, 5H), 8.06(s, 1H), 12.54(brs, 1H). 2-509 504 4.45(t, J=4.6, 2H), 4.82(t, J=4.6, 2H), DMSO-d6 7.49-7.61(m, 8H), 7.70-7.73(m, 1H), 8.04(s, 1H), 12.54(brs, 1H).

TABLE 253 Compound No. Example NMR δ(ppm) Solvent 2-519 506 1.72(s, 3H), 1.86-1.92(m, 2H), 3.74(t, DMSO-d6 J=5.7, 2H), 4.46(t, J=7.0, 2H), 7.62(s, 5H), 8.04(s, 1H), 12.49(brs, 1H). 2-521 508 2.04-2.07(m, 2H), 4.05(t, J=5.5, 2H), DMSO-d6 4.56(t, J=7.1, 2H), 7.44-7.64(m, 10H), 8.02(s, 1H), 12.49(brs, 1H). 2-523 510 2.05-2.08(m, 2H), 4.05(t, J=5.4, 2H), DMSO-d6 4.57(t, J=6.7, 2H), 7.43-7.59(m, 8H), 7.70-7.73(m, 1H), 8.01(s, 1H), 12.48(brs, 1H). 2-530 517 2.00-2.04(m, 2H), 4.00(t, J=5.6, 2H), DMSO-d6 4.53(t, J=6.8, 2H), 6.64(dd, J=3.7, 1.7, 1H), 6.96(dd, J=3.7, 0.85, 1H), 7.49-7.59(m, 5H), 7.90(dd, J=1.7, 0.85, 1H), 8.02(s, 1H), 12.49(brs, 1H). 2-147 500 1.72-1.75(m, 2H), 2.83-2.88(m, 2H), DMSO-d6 3.46(s, 2H), 4.36(t, J=7.2, 2H), 6.81(d, J=3.4, 1H), 6.90-6.92(m, 1H), 7.30-7.32(m, 1H), 7.60(s, 5H), 7.93(t, J=5.5, 1H), 8.03(d, J=3.9, 1H), 12.47(brs, 1H). 2-208 502 1.30(s, 9H), 1.68-1.76(m, 2H), 2.71-2.74(m, DMSO-d6 2H), 4.34(t, J=7.3, 2H), 6.64(t, J=5.7, 1H), 7.61(s, 5H), 8.03(d, J=3.7, 1H), 12.47(brs, 1H). 2-519 506 1.72(s, 3H), 1.86-1.92(m, 2H), 3.74(t, DMSO-d6 J=5.7, 2H), 4.46(t, J=7.0, 2H), 7.62(s, 5H), 8.04(s, 1H), 12.49(brs, 1H). 2-521 508 2.04-2.07(m, 2H), 4.05(t, J=5.5, 2H), DMSO-d6 4.56(t, J=7.1, 2H), 7.44-7.64(m, 10H), 8.02(s, 1H), 12.49(brs, 1H). 2-523 510 2.05-2.08(m, 2H), 4.05(t, J=5.4, 2H), DMSO-d6 4.57(t, J=6.7, 2H), 7.43-7.59(m, 8H), 7.70-7.73(m, 1H), 8.01(s, 1H), 12.48(brs, 1H). 2-530 517 2.00-2.04(m, 2H), 4.00(t, J=5.6, 2H), DMSO-d6 4.53(t, J=6.8, 2H), 6.64(dd, J=3.7, 1.7, 1H), 6.96(dd, J=3.7, 0.85, 1H), 7.49-7.59(m, 5H), 7.90(dd, J=1.7, 0.85, 1H), 8.02(s, 1H), 12.49(brs, 1H). 2-147 500 1.72-1.75(m, 2H), 2.83-2.88(m, 2H), DMSO-d6 3.46(s, 2H), 4.36(t, J=7.2, 2H), 6.81(d, J=3.4, 1H), 6.90-6.92(m, 1H), 7.30-7.32(m, 1H), 7.60(s, 5H), 7.93(t, J=5.5, 1H), 8.03(d, J=3.9, 1H), 12.47(brs, 1H).

TABLE 254 Compound No. Example NMR δ(ppm) Solvent 2-208 502 1.30(s, 9H), 1.68-1.76(m, 2H), 2.71-2.74(m, DMSO-d6 2H), 4.34(t, J=7.3, 2H), 6.64(t, J=5.7, 1H), 7.61(s, 5H), 8.03(d, J=3.7, 1H), 12.47(brs, 1H). 2-507 503 1.76(s, 3H), 4.20(t, J=4.9, 2H), 4.60(t, DMSO-d6 J=4.9, 2H), 7.63(s, 5H), 8.06(s, 1H), 12.54(brs, 1H). 2-509 504 4.45(t, J=4.6, 2H), 4.82(t, J=4.6, 2H), DMSO-d6 7.49-7.61(m, 8H), 7.70-7.73(m, 1H), 8.04(s, 1H), 12.54(brs, 1H). 2-519 506 1.72(s, 3H), 1.86-1.92(m, 2H), 3.74(t, DMSO-d6 J=5.7, 2H), 4.46(t, J=7.0, 2H), 7.62(s, 5H), 8.04(s, 1H), 12.49(brs, 1H). 2-521 508 2.04-2.07(m, 2H), 4.05(t, J=5.5, 2H), DMSO-d6 4.56(t, J=7.1, 2H), 7.44-7.64(m, 10H), 8.02(s, 1H), 12.49(brs, 1H). 2-523 510 2.05-2.08(m, 2H), 4.05(t, J=5.4, 2H), DMSO-d6 4.57(t, J=6.7, 2H), 7.43-7.59(m, 8H), 7.70-7.73(m, 1H), 8.01(s, 1H),12.48(brs, 1H). 2-530 517 2.00-2.04(m, 2H), 4.00(t, J=5.6, 2H), DMSO-d6 4.53(t, J=6.8, 2H), 6.64(dd, J=3.7, 1.7, 1H), 6.96(dd, J=3.7, 0.85, 1H), 7.49-7.59(m, 5H), 7.90(dd, J=1.7, 0.85, 1H), 8.02(s, 1H), 12.49(brs, 1H). 3-012 903 0.68(t, J=7.6, 6H), 1.10-1.23(m, 2H), DMSO-d6 1.26-1.36(m, 2H), 2.53(brq, J=5.7, 2H), 3.32-3.42(m, 1H), 4.92(t, J=7.6, 2H), 7.43(d, J=8.6, 1H), 7.55-7.69(m, 5H), 8.20(s, 1H), 13.81(brs, 1H) 3-073 914 2.77(t, J=7.3, 2H), 5.04(t, J=7.3, 2H), DMSO-d6 7.01(t, J=7.4, 1H), 7.25(t, J=7.9, 2H), 7.41(d, J=7.8, 2H), 7.53-7.62(m, 5H), 8.23(s, 1H), 9.81(s, 1H), 13.83(brs, 1H) 3-099 925 2.51(br, 2H), 3.02(brs, 3H), 4.85(brt, DMSO-d6 J=7.1, 2H), 7.05(brd, J=7.1, 2H), 7.24-7.38(m, 3H), 7.55-7.68(m, 5H), 8.15(d, J=3.4, 1H), 13.71(brs, 1H)

TABLE 255 Compound No. Example NMR δ(ppm) Solvent 3-148 944 1.62-1.79(m, 4H), 2.71(brt, J=7.8, 2H), DMSO-d6 3.15(q, J=6.6, 4H), 4.92(brt, J=7.6, 2H), 7.62-7.68(m, 5H), 8.21(d, J=3.7, 1H), 13.83(brs, 1H) 3-152 945 1.28-1.36(m, 4H), 1.45-1.53(m, 2H), DMSO-d6 2.77(t, J=7.8, 2H), 3.14-3.18(m, 2H), 3.26-3.30(m, 2H), 4.88(t, J=7.6, 2H), 7.62-7.66(m, 5H), 8.21(s, 1H), 13.8(brs, 1H) 3-156 946 1.41-1.43(m, 4H), 1.54-1.56(m, 2H), DMSO-d6 2.95(t, J=7.8, 6H), 3.31-3.42(m, 4H), 5.20-5.23(m, 2H), 6.87-6.88(m, 1H), 7.34(d, J=3.7, 1H), 8.14(s, 1H), 8.17(s, 1H), 13.79(s, 1H) 3-206 953 1.16(t, J=7.1, 3H), 1.20-1.39(m, 2H), DMSO-d6 1.73(brt, J=9.5, 2H), 2.61(brt, J=10.5, 1H), 2.72-2.93(m, 3H), 3.57(brd, J=13.7, 1H), 4.00-4.10(m, 3H), 4.83-4.92(m, 2H), 7.60-7.68(m, 5H), 8.21(s, 1H), 13.82(brs, 1H) 3-148 944 1.62-1.79(m, 4H), 2.71(brt, J=7.8, 2H), DMSO-d6 3.15(q, J=6.6, 4H), 4.92(brt, J=7.6, 2H), 7.62-7.68(m, 5H), 8.21(d, J=3.7, 1H), 13.83(brs, 1H) 3-152 945 1.28-1.36(m, 4H), 1.45-1.53(m, 2H), DMSO-d6 2.77(t, J=7.8, 2H), 3.14-3.18(m, 2H), 3.26-3.30(m, 2H), 4.88(t, J=7.6, 2H), 7.62-7.66(m, 5H), 8.21(s, 1H), 13.8(brs, 1H) 3-156 946 1.41-1.43(m, 4H), 1.54-1.56(m, 2H), DMSO-d6 2.95(t, J=7.8, 6H), 3.31-3.42(m, 4H), 5.20-5.23(m, 2H), 6.87-6.88(m, 1H), 7.34(d, J=3.7, 1H), 8.14(s, 1H), 8.17(s, 1H), 13.79(s, 1H)

TABLE 256 Compound No. Example NMR δ(ppm) Solvent 3-206 953 1.16(t, J=7.1, 3H), 1.20-1.39(m, 2H), DMSO-d6 1.73(brt, J=9.5, 2H), 2.61(brt, J=10.5, 1H), 2.72-2.93(m, 3H), 3.57(brd, J=13.7, 1H), 4.00-4.10(m, 3H), 4.83-4.92(m, 2H), 7.60-7.68(m, 5H), 8.21(s, 1H), 13.82(brs, 1H) 3-220 956 1.17-1.35(m, 2H), 1.61(brt, J=10.2, 2H), DMSO-d6 2.24(tt, J=11.2, J=3.9, 1H), 2.40-2.50(m, 1H), 2.72-2.87(m, 3H), 3.63(brd, J=13.4, 1H), 4.18(brd, J=13.0, 1H), 4.88(t, J=7.0, 2H), 6.76(brs, 1H), 7.23(brs, 1H), 7.62-7.68(m, 5H), 8.21(d, J=3.7, 1H), 13.84(brs, 1H) 3-241 958 1.20-1.43(m, 2H), 1.72(brt, J=14.4, 2H), DMSO-d6 2.67(brt, J=11.7, 1H), 2.74-2.80(m, 2H), 3.01(brt, J=11.5, 1H), 3.60-3.74(m, 2H), 4.24(brd, J=13.4, 1H), 4.82-4.97(m, 2H), 7.53(t, J=7.6, 2H), 7.61-7.68(m, 6H), 7.97(d, J=8.0, 2H), 8.21(s, 1H), 13.84(brs, 1H) 3-294 962 2.78(brt, J=7.6, 2H), 3.21(brt, J=4.9, DMSO-d6 2H), 3.25-3.35(m, 2H), 3.38-3.48(m, 4H), 4.91(brt, J=7.1, 2H), 7.62-7.68(m, 5H), 8.21(s, 1H), 13.75(brs, 1H) 3-353 973 1.97(s, 3H), 2.81-2.83(m, 2H), 3.19-3.30(m, DMSO-d6 8H), 4.89-4.93(m, 2H), 7.64-7.66(m, 5H), 8.22(d, J=3.9, 1H), 13.84(brs, 1H) 3-560 996 1.90(m, 2H), 2.11(t, J=7.6, 2H), 3.69(s, DMSO-d6 3H), 4.87(t, J=6.6, 2H), 6.57(d, J=7.8, 1H), 6.96(d, J=8.2, 1H), 7.10-7.20(m, 2H), 7.55-7.59(m, 3H), 7.65-7.67(m, 2H), 8.19(s, 1H), 9.70(s, 1H), 13.8(brs, 1H)

TABLE 257 Compound No. Example NMR δ(ppm) Solvent 3-577 1002 1.90-1.97(m, 2H), 2.30(t, J=7.0, 2H), DMSO-d6 4.92(t, J=7.1, 2H), 7.56-7.57(m, 3H), 7.67-7.69(m, 2H), 7.85(d, J=5.6, 2H), 8.20(d, J=3.4, 1H), 8.64(d, J=6.6, 2H), 11.05(s, 1H), 13.83(s, 1H) 3-600 1012 1.85(tt, J=7.1, 2H), 2.00(t, J=7.3, 2H), DMSO-d6 4.26(d, J=5.6, 2H), 4.84(t, J=7.6, 2H), 7.32(d, J=8.0, 1H), 7.40(m, 1H), 7.60-7.68(m, 5H), 7.90-7.95(m, 1H), 8.20(d, 3.64, 1H), 8.36(t, J=5.8, 1H), 8.54(d, J=5.1, 1H)13.8(brs, 1H) 3-616 1015 0.70-0.97(m, 5H), 1.51(brt, J=14.4, 3H), DMSO-d6 1.73-1.85(m, 2H), 2.00-2.20(m, 2H), 2.32(td, J=10.7, J=1.5, 1H), 2.79(t, J=13.2, 1H), 3.50-3.62(m, 1H), 4.14(d, J=12.7, 1H), 4.84(t, J=8.1, 2H), 7.52-7.59(m, 5H), 8.20(d, J=3.6, 1H), 13.81(brs, 1H) 4-029 1128 1.78-1.85(m, 2H), 2.04(t, J=7.2, 2H), DMSO-d6 4.83(t, J=7.3, 2H), 7.63-7.65(m, 5H), 8.20(s, 1H), 12.03(brs, 1H), 13.81(brs, 1H) 4-030 1129 1.05(t, J=7.1, 3H), 1.77-1.87(m, 2H), DMSO-d6 2.09(t, J=7.1, 2H), 3.82(q, J=7.3, 2H), 4.42(t, J=6.8, 2H), 7.55-7.69(m, 5H), 8.04(s, 1H), 12.48(brs, 1H) 4-031 1130 1.05(t, J=7.1, 3H), 1.79-1.89(m, 2H), DMSO-d6 2.12(t, J=7.3, 2H), 3.84(q, J=7.1, 2H), 4.85(t, J=7.1, 2H), 7.57-7.71(m, 5H), 8.20(s, 1H), 13.83(brs, 1H)

TABLE 258 Compound No. Example NMR δ(ppm) Solvent 1-0460 347 3.06(t, J=7.1, 2H), 3.20-3.50(m, 3H), DMSO-d6 4.89(t, J=6.8, 2H), 7.49(t, J=8.3, 2H), 7.76-7.93(m, 1H), 8.27(s, 1H) 1-0499 353 2.27(s, 4H), 3.55(m, 2H), 5.08(brs, 2H), DMSO-d6 7.56(m, 5H), 8.17(d, J=3.2, 1H), 13.83(brs, 1H) 1-0511 356 1.10-1.40(m, 6H), 1.85-2.15(m, 4H), DMSO-d6 3.87(s, 3H), 4.30-4.40(m, 4H), 8.10(d, J=2.5, 1H), 13.60(brs, 1H). 1-0526 366 0.92-0.93(m, 6H), 1.93(m, 1H), 3.27-3.35(m, CDC13 4H), 4.80(t, J=7.1, 2H), 7.13(t, J=8.0, 2H), 7.57-7.61(m, 1H), 8.15(s, 1H), 11.60(brs, 1H). 1-0674 395 0.90-1.10(m, 9H), 7.30-7.40(m, 4H), 7.50-7.60(m, DMSO-d6 4H), 8.10(d, J=2.5, 1H), 13.20(brs, 1H), 13.60(brs, 1H). 1-0685 405 3.50-3.80(m, 9H), 6.50(d, J=1.7, 1H), DMSO-d6 7.00(d, J=1.7, 1H), 7.50-7.60(m, 4H), 8.10(d, J=2.5, 1H), 13.40(brs, 1H), 13.60(brs, 1H). 1-0686 406 7.50-7.80(m, 7H), 8.00(s, 1H), 8.15(d, DMSO-d6 J=2.5, 1H), 9.50-9.70(m, 1H), 13.40(brs, 1H), 13.60(brs, 1H). 1-0691 409 3.10-3.40(m, 4H), 7.00-7.20(m, 3H), DMSO-d6 8.00(s, 1H), 13.40(brs, 1H), 13.60(brs, 1H). 1-0692 410 2.52-2.65(m, 3H), 7.50-7.70(m, 6H), DMSO-d6 8.00(t, J=1.8, 2H), 8.15(d, J=2.5, 1H), 13.40(brs, 1H), 13.60(brs, 1H). 1-0694 412 6.90-7.35(m, 4H), 8.10(d, J=2.5, 1H), DMSO-d6 13.40(brs, 1H), 13.60(brs, 1H). 1-0695 413 6.80-6.90(m, 2H), 7.35-7.40(m, 2H), DMSO-d6 8.15(d, J=2.5, 1H), 13.40(brs, 1H), 13.60(brs, 1H). 1-0699 416 4.60-4.75(m, 2H), 7.10-7.35(m, 4H), DMSO-d6 8.15(d, J=2.5, 1H), 13.40(brs, 1H), 13.60(brs, 1H). 1-0700 417 4.50-4.70(m, 2H), 7.20-7.40(m, 4H), DMSO-d6 8.10(d, J=2.5, 1H), 13.30(brs, 1H), 13.50(brs, 1H). 1-0702 419 1.10-1.30(m, 3H), 3.30-3.40(m, 2H), 7.50-7.60(m, DMSO-d6 4H), 7.70-7.80(m, 2H), 7.95-8.05(m, 2H), 8.15(d, J=2.2, 1H), 13.40(brs, 1H), 13.60(brs, 1H). 1-0706 423 7.30(d, J=5.0, 2H), 7.40-7.60(m, 9H), DMSO-d6 8.15(d, J=2.5, 1H), 13.20(brs, 1H), 13.50(brs, 1H)

TABLE 259 Compound No. Example NMR δ(ppm) Solvent 1-0738 445 2.33(s, 3H), 7.22(m, 1H), 7.31(m, 1H), DMSO-d6 7.54(m, 1H), 8.21(s, 1H), 13.39(brs, 1H), 13.87(brs, 1H). 1-0739 446 2.22(m, 3H), 7.31-7.46(m, 3H), 8.22(s, DMSO-d6 1H), 13.47(brs, 1H), 13.88(brs, 1H). 1-0740 447 2.29(s, 3H), 7.31-7.40(m, 2H), 7.46(m, DMSO-d6 1H), 8.22(s, 1H), 13.45(brs, 1H), 13.88(brs, 1H). 1-0741 448 2.32(s, 3H), 3.83(s, 3H), 6.91-7.01(m, DMSO-d6 2H), 7.40(m, 1H), 8.17(s, 1H). 1-0749 451 2.29(s, 3H), 7.48(s, 1H), 8.00(s, 1H), DMSO-d6 8.14(s, 1H), 13.30-13.80(brs, 2H). 1-0860 456 0.89-0.97(m, 6H), 1.90-1.96(m, 1H), CDC13 3.24(t, J=6.0, 2H), 3.29-3.35(m, 2H), 4.41(t, J=7.1, 2H), 7.12(t, J=7.6, 2H), 7.50-7.59(m, 1H), 7.98(s, 1H), 10.1(brs, 1H). 1-1072 466 1.04-1.12(m, 6H), 2.04-2.10(m, 1H), 3.44-3.53(m, CDC13 4H), 4.63(t, J=7.1, 2H), 7.97(brs, 1H). 2-0559 525 1.63(s, 3H), 3.57(m, 2H), 5.14(brs, 2H), DMSO-d6 6.41(s, 1H), 7.39(m, 2H), 7.49(m, 1H), 7.58(m, 2H), 7.82(m, 1H), 8.22(m, 1H), 8.28(m, 1H), 13.85(brs, 1H) 2-0560 526 1.93(s, 3H), 3.57(brs, 2H), 4.89(brs, DMSO-d6 1H), 5.17(brs, 1H), 6.99(d, J=5.1, 1H), 7.34-7.62(m, 5H), 7.78(d, J=5.2, 1H), 8.20(s, 1H), 8.30(m, 1H), 13.84(brs, 1H) 2-0568 530 3.50(m, 2H), 5.09(brs, 2H), 7.33-7.40(m, DMSO-d6 4H), 7.45-7.52(m, 4H), 7.58(m, 1H), 8.23(s, 1H), 8.36(m, 1H), 13.86(brs, 1H) 2-0596 536 1.61(s, 3H), 3.49(brs, 2H), 3.73(s, 3H), DMSO-d6 5.07(brs, 2H), 6.37(s, 1H), 6.87(m, 2H), 7.49(m, 2H), 7.75(s, 1H), 8.07(m, 1H), 8.16(m, 1H), 2-0597 537 1.94(s, 3H), 3.55(brs, 2H), 3.79(s, 3H), DMSO-d6 4.86(brs, 1H), 5.15(brs, 1H), 6.92(d, J=8.6, 2H), 6.99(d, J=5.1, 1H), 7.56(d, J=8.5, 2H), 7.78(d, J=4.8, 1H), 8.14(m, 1H), 8.20(s, 1H), 13.84(brs, 1H)

TABLE 260 Compound No. Example NMR δ(ppm) Solvent 2-0623 546 1.98(s, 3H), 2.01(s, 3H), 3.52(brs, 2H), DMSO-d6 3.80(brs, 2H), 4.86(brs, 1H), 5.14(brs, 1H), 6.40(t, J=7.6, 1H), 7.01-7.17(m, 3H), 7.79(d, J=5.1, 1H), 8.03(m, 1H), 8.20(d, J=3.7, 1H), 13.83(brs, 1H) 2-0645 552 3.53(brs, 2H), 4.49(brs, 1H), 5.41(brs, DMSO-d6 1H), 6.23(m, 1H), 6.38(m, 1H), 6.53(brs, 2H), 7.28(m, 2H), 8.01(m, 2H), 8.22(m, 1H), 13.91(brs, 1H) 2-0694 559 1.62(s, 3H), 3.51(m, 2H), 5.09(brs, 2H), DMSO-d6 6.38(s, 1H), 7.18(m, 2H), 7.59(m, 2H), 7.76(m, 1H), 8.16(m, 1H), 8.26(m, 1H) 2-0696 561 3.59(m, 2H), 4.59(brs, 1H), 5.41(brs, DMSO-d6 1H), 7.17-7.30(m, 3H), 7.67(m, 2H), 7.99(m, 1H), 8.22(s, 1H), 8.36(m, 1H), 13.92(brs, 1H) 2-0731 568 3.53(m, 2H), 5.13(brs, 2H), 7.29-7.45(m, DMSO-d6 5H), 7.74(m, 1H), 7.95(m, 1H), 8.23(s, 1H), 8.35(m, 2H), 8.63(m, 1H), 13.86(brs, 1H) 2-0761 571 3.52(m, 2H), 5.10(brs, 2H), 7.32-7.47(m, DMSO-d6 5H), 7.74(m, 2H), 8.26(m, 3H), 8.57(m, 1H), 13.84(brs, 1H) 2-0772 572 3.51(m, 2H), 5.08(brs, 1H), 7.32-7.49(m, DMSO-d6 5H), 7.62(m, 2H), 7.96(m, 2H), 8.22(s, 1H), 8.40(m, 1H), 13.20(brs, 1H), 13.85(brs, 1H) 2-0773 573 1.60(s, 3H), 3.53(m, 2H), 5.09(brs, 2H), DMSO-d6 6.40(s, 1H), 7.62(m, 2H), 7.77(s, 1H), 7.90(m, 2H), 8.17(m, 1H), 8.41(m, 1H) 2-0886 586 1.95(s, 3H), 3.58(brs, 2H), 3.87(s, 3H), DMSO-d6 4.87(brs, 1H), 5.20(brs, 1H), 7.00(d, J=5.1, 1H), 7.72(d, J=8.3, 2H), 7.79(d, J=5.1, 1H), 7.98(d, J=8.3, 2H), 8.20(s, 1H), 8.51(m, 1H), 13.84(brs, 1H) 2-0887 587 3.61(m, 2H), 3.87(s, 3H), 4.60(brs, 1H), DMSO-d6 5.42(brs, 1H), 7.26(m, 1H), 7.72(m, 2H), 7.93-8.05(m, 3H), 8.22(m, 1H), 8.54(m, 1H), 13.92(m, 1H) 2-1087 607 2.72(s, 3H), 3.46(m, 2H), 5.04(brs, 2H), DMSO-d6 6.49(t, J=7.4, 1H), 6.58(d, J=8.6, 1H), 7.20-7.38(m, 6H), 7.49(m, 1H), 7.97(m, 1H), 8.22(d, J=3.4, 1H), 13.82(brs, 1H)

TABLE 261 Compound No. Example NMR δ(ppm) Solvent 2-1351 654 3.55(m, 2H), 4.54(brs, 1H), 5.35(brs, DMSO-d6 1H), 6.56(m, 1H), 6.89(m, 1H), 7.27(m, 1H), 7.76(m, 1H), 8.00(m, 1H), 8.18-8.26(m, 2H), 13.91(brs, 1H) 2-1378 662 1.71(s, 3H), 3.54(m, 2H), 5.11(brs, 2H), DMSO-d6 6.43(s, 1H), 7.07(m, 1H), 7.45(m, 1H), 7.70(m, 1H), 7.81(s, 1H), 8.22(m, 1H), 8.28(m, 1H), 8.28(m, 1H), 13.87(brs, 1H) 2-1406 673 2.21(s, 6H), 3.40(m, 2H), 4.99(brs, 2H), DMSO-d6 6.12(s, 1H), 7.38(m, 4H), 7.52(m, 2H), 8.22(s, 1H), 13.83(brs, 1H) 2-1461 689 3.47(m, 2H), 4.97(brs, 2H), 6.05(m, 1H), DMSO-d6 6.52(m, 1H), 6.79(m, 1H), 7.35(m, 4H), 7.49(m, 1H), 7.73(m, 1H), 8.22(s, 1H), 11.21(brs, 1H), 13.84(brs, 1H) 2-1779 730 1.82(m, 2H), 2.91(m, 2H), 4.83(m, 2H), DMSO-d6 6.23(m, 1H), 7.31(m, 1H), 7.45-7.65(m, 7H), 7.97(s, 1H), 8.19(s, 1H), 8.55(s, 1H) 2-1792 743 3.80(brs, 2H), 5.09(brs, 2H), 7.42-7.64(m, DMSO-d6 8H), 7.83(m, 2H), 8.23(m, 1H), 9.67(s, 1H), 12.74(brs, 1H), 13.85(brs, 1H) 2-1803 754 1.61(s, 3H), 2.82(m, 2H), 4.78(m, 2H), DMSO-d6 7.63(m, 6H), 8.19(s, 1H) 2-1807 756 3.66(m, 2H), 5.38(brs, 2H), 6.53(m, 1H), DMSO-d6 7.25(m, 1H), 7.36(m, 2H), 7.47(m, 1H), 7.57(m, 2H), 7.95(s, 1H), 8.17(m, 1H), 8.42(m, 1H), 13.78(brs, 1H) 2-1809 758 3.64(m, 2H), 3.78(s, 3H), 5.35(brs, 2H), DMSO-d6 6.70(m, 1H), 6.91(m, 2H), 7.26(m, 1H), 7.56(m, 2H), 7.94(m, 1H), 8.18(m, 1H), 8.28(m, 1H), 13.79(brs, 1H) 2-1812 761 3.52(m, 2H), 5.22(brs, 2H), 6.22(m, 1H), DMSO-d6 6.76(m, 1H), 6.88(m, 1H), 7.19(m, 2H), 7.26(m, 2H), 7.47(m, 1H), 8.03(m, 1H), 8.17(m, 1H), 8.33(s, 1H), 13.78(brs, 1H) 2-1822 771 3.44(m, 2H), 5.01(brs, 2H), 7.17-7.43(m, DMSO-d6 7H), 7.54(m, 2H), 8.17(m, 2H), 13.78(brs, 1H)

TABLE 262 Compound No. Example NMR δ(ppm) Solvent 2-1835 784 3.59(m, 2H), 5.33(brs, 2H), 6.64(m, 1H), DMSO-d6 7.13-7.19(m, 3H), 7.58(m, 2H), 7.88(m, 1H), 8.12(s, 1H), 8.39(m, 1H), 13.71(brs, 1H) 2-1842 791 1.98(s, 3H), 4.32(brs, 2H), 5.44(brs, DMSO-d6 2H), 7.11-7.18(m, 4H), 7.33(t, J=7.3, 1H), 7.41(t, J=7.6, 1H), 7.50(d, J=8.0, 1H), 7.75(m, 2H), 8.21(d, J=3.4, 1H), 13.90(brs, 1H) 2-1855 803 2.70(s, 3H), 3.63(m, 2H), 5.20(m, 2H), DMSO-d6 7.65(m, 5H), 8.22(m, 1H), 13.88(brs, 1H) 2-1903 850 2.02-2.23(m, 4H), 3.27(m, 2H), 4.89(brs, DMSO-d6 2H), 7.60(m, 6H), 8.22(m, 1H), 13.82(brs, 1H) 2-1906 853 3.55(m, 2H), 4.69(m, 1H), 5.27(m, 1H), DMSO-d6 7.11(m, 1H), 7.25(m, 1H), 7.34(m, 1H), 7.42(m, 2H), 7.50-7.65(m, 4H), 8.21-8.33(m, 2H), 13.91(brs, 1H). 2-1908 855 1.35(t, J=7.1, 3H), 3.51(m, 2H), 4.02(q, DMSO-d6 J=7.1, 2H), 5.08(brs, 2H), 6.84(m, 2H), 7.30(m, 2H), 7.41(m, 2H), 7.49-7.60(m, 3H), 8.20(m, 2H), 13.78(brs, 1H). 2-1930 877 3.21-3.97(m, 12H), 4.41(brs, 2H), DMSO-d6 5.03(brs, 2H), 7.03(m, 2H), 7.31-7.59(m, 6H), 8.09(m, 1H), 8.23(m, 1H), 10.10(brs, 1H), 13.84(brs, 1H) 2-1940 887 3.34(m, 2H), 4.94(brs, 2H), 6.02(m, 1H), DMSO-d6 7.28(m, 2H), 7.40(m, 3H), 7.56(m, 2H), 7.77(m, 2H), 8.23(s, 1H), 8.64(m, 1H) 2-1946 893 1.86(s, 3H), 4.02(m, 2H), 5.11(brs, 1H), DMSO-d6 5.49(brs, 1H), 6.78(m, 1H), 7.62(m, 1H), 7.77(m, 2H), 8.06-8.23(m, 3H), 8.64(m, 1H), 9.91(brs, 1H), 13.94(brs, 1H) 2-1948 895 3.47(m, 2H), 4.54(m, 2H), 7.15-7.70(m, DMSO-d6 9H), 8.03(s, 1H), 8.34(t, J=5.6, 1H), 12.49(brs, 1H) 2-1949 896 1.72(s, 3H), 3.54(m, 2H), 4.61(brs, 2H), DMSO-d6 6.43(s, 1H), 7.23(m, 2H), 7.65(m, 2H), 7.76(s, 1H), 8.03(m, 1H), 8.38(m, 1H), 12.53(brs, 1H)

Example 1176 Measurement of GSK-3 Enzyme Activity Inhibition

After adding 25 μL of phospho-glycogen synthase peptide-2 substrate solution [6 μM phospho-glycogen synthase peptide-2, 20 μM ATP, 16 mM MOPS buffer (pH 7.0), 0.2 mM EDTA, 20 mM magnesium acetate, 0.1 μCi [γ-³²P]ATP (specific activity: approximately 110 TBq/mmol)] to 5 μL of the test compound using 5% dimethylsulfoxide as the solvent, reaction was initiated by further addition of 20 μL of a GSK-3β enzyme solution [10 mU recombinant human GSK-3β, 20 mM MOPS buffer (pH 7.0), 1 mM EDTA, 0.1% polyoxyethylene lauryl ether (23 Lauryl Ether; Brij 35), 5% glycerol, 0.1% β-mercaptoethanol]. After conducting the reaction for 20 minutes at room temperature, an equivalent volume of a 200 mM phosphoric acid solution was added to quench the reaction, and 90 μL of the reaction product was adsorbed onto a MultiScreen PH plate (Millipore) and rinsed with a 100 mM phosphoric acid solution. After drying the plate, 30 μL of MicroScint-O (Packard BioScience) was added, and the cpm was measured with a scintillation counter to determine the inhibiting activity. Phospho GS Peptide2 is Tyr-Arg-Arg-Ala-Ala-Val-Pro-Pro-Ser-Pro-Ser-Leu-Ser-Arg-His-Ser-Ser-Pro-His-Gln-Ser(P)-Glu-Asp-Glu-Glu-Glu. As a result of measuring the GSK-3 enzyme inhibiting activity (IC₅₀) of the compounds of the invention in this manner, inhibiting activity of IC₅₀<10 nM was found for Compound Nos. 2-0559, 2-0560, 2-0561, 2-0562, 2-0596, 2-0597, 2-0598, 2-0599, 2-0616, 2-0617, 2-0618, 2-0623, 2-0624, 2-0625, 2-0643, 2-0644, 2-0645, 2-0646, 2-0694, 2-0695, 2-0696, 2-0697, 2-0743, 2-0773, 2-0790, 2-0886, 2-0887, 2-0888, 2-1057, 2-1079, 2-1350, 2-1351, 2-1378, 2-1379, 2-1380, 2-1392, 2-1441, 2-1463, 2-1464, 2-1532, 2-1534, 2-1824, 2-1825, 2-1927, 2-1928, 2-1929, 2-1946, 3-0137, 3-0152, 3-0156, 3-0207, 3-0231, 3-0235, 3-1777, 3-1778 and 3-1779.

Inhibiting activity of 10 nM≦IC₅₀<30 nM was found for Compound Nos. 1-0026, 1-0529, 1-0595, 1-0610, 1-0698, 2-0595, 2-0601, 2-0607, 2-0614, 2-0621, 2-0642, 2-1076, 2-1108, 2-1170, 2-1352, 2-1381, 2-1499, 2-1807, 2-1809, 2-1810, 2-1811, 2-1826, 2-1829, 2-1835, 2-1836, 2-1906, 2-1907, 2-1909, 2-1910, 2-1911, 2-1912, 2-1913, 2-1914, 2-1915, 2-1917, 2-1919, 3-0004, 3-0074, 3-0160, 3-0168, 3-0175, 3-0206, 3-0220, 3-0242, 3-0297, 3-0362, 3-0898, 3-0974, 3-0978, 3-0982, 3-1776, 3-1810, 4-0092 and 6-0413.

Inhibiting activity of 30 nM≦IC₅₀<100 nM was found for Compound Nos. 1-0010, 1-0016, 1-0037, 1-0047, 1-0241, 1-0514, 1-0515, 1-0516, 1-0518, 1-0519, 1-0521, 1-0596, 1-0601, 1-0602, 1-0609, 1-0676, 1-0678, 1-0686, 1-0699, 1-0700, 1-0708, 1-0724, 1-0725, 1-0728, 1-0738, 1-0739, 1-0740, 1-0741, 1-0749, 1-0751, 2-0558, 2-0573, 2-0578, 2-0604, 2-0635, 2-0671, 2-0682, 2-0687, 2-0688, 2-0708, 2-0740, 2-0761, 2-0772, 2-0787, 2-0817, 2-0823, 2-0834, 2-0869, 2-0882, 2-0884, 2-1021, 2-1054, 2-1060, 2-1065, 2-1068, 2-1075, 2-1083, 2-1087, 2-1101, 2-1115, 2-1133, 2-1135, 2-1143, 2-1151, 2-1188, 2-1195, 2-1202, 2-1209, 2-1216, 2-1223, 2-1226, 2-1229, 2-1247, 2-1261, 2-1348, 2-1358, 2-1365, 2-1377, 2-1389, 2-1406, 2-1411, 2-1416, 2-1418, 2-1425, 2-1438, 2-1445, 2-1452, 2-1455, 2-1461, 2-1465, 2-1467, 2-1473, 2-1474, 2-1497, 2-1498, 2-1531, 2-1601, 2-1777, 2-1788, 2-1804, 2-1808, 2-1812, 2-1822, 2-1828, 2-1855, 2-1867, 2-1871, 2-1877, 2-1916, 2-1918, 2-1920, 2-1921, 2-1925, 2-1926, 2-1930, 2-1940, 2-1942, 3-0016, 3-0029, 3-0038, 3-0065, 3-0090, 3-0110, 3-0117, 3-0135, 3-0136, 3-0140, 3-0148, 3-0217, 3-0241, 3-0294, 3-0351, 3-0353, 3-0357, 3-0397, 3-0924, 3-0947, 3-0962, 3-0977, 3-0981, 3-0983, 3-0986, 3-0989, 3-0990, 3-0991, 3-1783, 3-1792, 3-1793, 3-1799, 3-1803, 3-1812, 3-1815, 3-1820, 4-0002, 6-0414, 6-1029, 6-1031 and 6-1033.

Inhibiting activity of 100 nM≦IC50<1 μM was found for Compound Nos. 1-0008, 1-0011, 1-0019, 1-0027, 1-0030, 1-0032, 1-0034, 1-0039, 1-0045, 1-0046, 1-0049, 1-0050, 1-0071, 1-0072, 1-0087, 1-0101, 1-0108, 1-0122, 1-0135, 1-0228, 1-0230, 1-0235, 1-0240, 1-0248, 1-0250, 1-0264, 1-0273, 1-0314, 1-0473, 1-0476, 1-0477, 1-0509, 1-0510, 1-0511, 1-0512, 1-0517, 1-0524, 1-0526, 1-0527, 1-0530, 1-0531, 1-0532, 1-0533, 1-0534, 1-0535, 1-0536, 1-0543, 1-0549, 1-0567, 1-0573, 1-0588, 1-0593, 1-0607, 1-0608, 1-0612, 1-0671, 1-0674, 1-0679, 1-0681, 1-0682, 1-0684, 1-0685, 1-0688, 1-0689, 1-0690, 1-0692, 1-0693, 1-0696, 1-0697, 1-0701, 1-0702, 1-0703, 1-0705, 1-0706, 1-0709, 1-0710, 1-0721, 1-0722, 1-0723, 1-0726, 1-0727, 1-0729, 1-0731, 1-0732, 1-0733, 1-0734, 1-0735, 1-0736, 1-0743, 1-0748, 1-0750, 1-0752, 1-0860, 1-0863, 1-1068, 1-1076, 2-0552, 2-0557, 2-0563, 2-0568, 2-0586, 2-0590, 2-0600, 2-0656, 2-0698, 2-0703, 2-0706, 2-0710, 2-0731, 2-0777, 2-0782, 2-0815, 2-0867, 2-1052, 2-1053, 2-1066, 2-1067, 2-1086, 2-1094, 2-1123, 2-1134, 2-1142, 2-1144, 2-1146, 2-1148, 2-1149, 2-1150, 2-1154, 2-1161, 2-1162, 2-1163, 2-1177, 2-1232, 2-1240, 2-1254, 2-1268, 2-1282, 2-1283, 2-1284, 2-1346, 2-1347, 2-1354, 2-1382, 2-1387, 2-1388, 2-1396, 2-1401, 2-1417, 2-1423, 2-1424, 2-1431, 2-1458, 2-1466, 2-1468, 2-1469, 2-1470, 2-1472, 2-1479, 2-1485, 2-1487, 2-1488, 2-1489, 2-1490, 2-1516, 2-1521, 2-1526, 2-1589, 2-1662, 2-1768, 2-1770, 2-1776, 2-1779, 2-1780, 2-1782, 2-1783, 2-1785, 2-1786, 2-1787, 2-1789, 2-1790, 2-1791, 2-1792, 2-1793, 2-1794, 2-1795, 2-1796, 2-1797, 2-1801, 2-1803, 2-1805, 2-1806, 2-1813, 2-1814, 2-1815, 2-1816, 2-1817, 2-1818, 2-1819, 2-1820, 2-1821, 2-1823, 2-1827, 2-1830, 2-1831, 2-1832, 2-1833, 2-1834, 2-1837, 2-1838, 2-1839, 2-1841, 2-1842, 2-1845, 2-1846, 2-1847, 2-1848, 2-1850, 2-1852, 2-1856, 2-1862, 2-1863, 2-1864, 2-1865, 2-1866, 2-1868, 2-1869, 2-1870, 2-1872, 2-1873, 2-1874, 2-1875, 2-1878, 2-1879, 2-1880, 2-1881, 2-1883, 2-1884, 2-1885, 2-1887, 2-1888, 2-1889, 2-1890, 2-1891, 2-1892, 2-1893, 2-1895, 2-1896, 2-1897, 2-1898, 2-1899, 2-1900, 2-1901, 2-1902, 2-1903, 2-1905, 2-1908, 2-1922, 2-1923, 2-1938, 2-1939, 2-1941, 2-1943, 2-1944, 2-1945, 2-1949, 2-1950, 2-1951, 2-2158, 2-2159, 3-0001, 3-0009, 3-0012, 3-0019, 3-0020, 3-0037, 3-0053, 3-0064, 3-0073, 3-0082, 3-0083, 3-0085, 3-0086, 3-0087, 3-0091, 3-0109, 3-0112, 3-0115, 3-0116, 3-0118, 3-0119, 3-0124, 3-0125, 3-0126, 3-0134, 3-0139, 3-0143, 3-0184, 3-0197, 3-0198, 3-0243, 3-0244, 3-0325, 3-0331, 3-0339, 3-0340, 3-0348, 3-0349, 3-0350, 3-0352, 3-0398, 3-0399, 3-0430, 3-0532, 3-0541, 3-0542, 3-0543, 3-0545, 3-0551, 3-0552, 3-0553, 3-0554, 3-0555, 3-0556, 3-0559, 3-0560, 3-0564, 3-0567, 3-0575, 3-0577, 3-0584, 3-0589, 3-0596, 3-0597, 3-0598, 3-0599, 3-0600, 3-0605, 3-0615, 3-0616, 3-0635, 3-0636, 3-0642, 3-0647, 3-0651, 3-0652, 3-0653, 3-0654, 3-0680, 3-0683, 3-0684, 3-0685, 3-0686, 3-0689, 3-0690, 3-0710, 3-0711, 3-0724, 3-0725, 3-0726, 3-0909, 3-0949, 3-0950, 3-0963, 3-0966, 3-0968, 3-0970, 3-0973, 3-0979, 3-0980, 3-0985, 3-0987, 3-0992, 3-0993, 3-1780, 3-1781, 3-1782, 3-1784, 3-1791, 3-1795, 3-1797, 3-1801, 3-1802, 3-1806, 3-1807, 3-1809, 3-1811, 3-1813, 3-1814, 3-1816, 3-1817, 3-1819, 3-1821, 3-1824, 3-1825, 3-1826, 4-0001, 4-0007, 4-0029, 4-0031, 5-0001, 5-0006, 5-0041, 5-0049, 5-0060, 5-0074, 6-0055, 6-0056, 6-0057, 6-0058, 6-0061, 6-0268, 6-0273, 6-0278, 6-0283, 6-0298, 6-0300, 6-0304, 6-0308, 6-0312, 6-0316, 6-0320, 6-0324, 6-0333, 6-0341, 6-0347, 6-0374, 6-0378 and 6-1027.

Inhibiting activity of 1 μM≦IC₅₀<10 μM was found for Compound Nos. 1-0006, 1-0007, 1-0009, 1-0012, 1-0015, 1-0018, 1-0020, 1-0022, 1-0023, 1-0024, 1-0025, 1-0033, 1-0036, 1-0038, 1-0040, 1-0041, 1-0043, 1-0044, 1-0048, 1-0052, 1-0054, 1-0055, 1-0056, 1-0061, 1-0062, 1-0063, 1-0068, 1-0069, 1-0070, 1-0073, 1-0074, 1-0076, 1-0077, 1-0079, 1-0082, 1-0084, 1-0086, 1-0088, 1-0090, 1-0091, 1-0093, 1-0099, 1-0100, 1-0105, 1-0113, 1-0114, 1-0129, 1-0132, 1-0133, 1-0136, 1-0137, 1-0194, 1-0208, 1-0215, 1-0225, 1-0226, 1-0227, 1-0231, 1-0232, 1-0233, 1-0234, 1-0236, 1-0237, 1-0238, 1-0239, 1-0243, 1-0244, 1-0245, 1-0246, 1-0247, 1-0253, 1-0254, 1-0263, 1-0274, 1-0275, 1-0292, 1-0293, 1-0294, 1-0295, 1-0297, 1-0299, 1-0301, 1-0303, 1-0304, 1-0308, 1-0312, 1-0315, 1-0316, 1-0317, 1-0319, 1-0320, 1-0321, 1-0323, 1-0324, 1-0325, 1-0326, 1-0328, 1-0349, 1-0362, 1-0372, 1-0394, 1-0396, 1-0416, 1-0459, 1-0460, 1-0493, 1-0495, 1-0497, 1-0499, 1-0501, 1-0537, 1-0555, 1-0585, 1-0586, 1-0587, 1-0667, 1-0672, 1-0673, 1-0675, 1-0683, 1-0687, 1-0694, 1-0695, 1-0707, 1-0715, 1-0730, 1-0753, 1-0759, 1-0760, 1-0926, 1-0941, 1-1040, 1-1065, 1-1066, 1-1067, 1-1072, 1-1074, 1-1075, 2-0016, 2-0018, 2-0032, 2-0034, 2-0036, 2-0037, 2-0060, 2-0072, 2-0092, 2-0093, 2-0096, 2-0117, 2-0147, 2-0208, 2-0519, 2-0521, 2-0523, 2-0529, 2-0530, 2-0531, 2-0536, 2-0537, 2-0539, 2-0893, 2-1059, 2-1074, 2-1128, 2-1345, 2-1353, 2-1355, 2-1471, 2-1486, 2-1664, 2-1769, 2-1771, 2-1772, 2-1773, 2-1774, 2-1775, 2-1778, 2-1781, 2-1784, 2-1799, 2-1800, 2-1802, 2-1840, 2-1843, 2-1844, 2-1849, 2-1851, 2-1853, 2-1854, 2-1857, 2-1858, 2-1859, 2-1860, 2-1861, 2-1876, 2-1882, 2-1886, 2-1894, 2-1904, 2-1924, 2-1931, 2-1932, 2-1933, 2-1934, 2-1935, 2-1936, 2-1947, 2-1948, 3-0021, 3-0036, 3-0081, 3-0099, 3-0100, 3-0544, 3-0550, 3-0561, 3-0568, 3-0591, 3-0634, 3-0682, 3-0687, 3-0688, 3-0727, 3-0965, 3-0969, 3-0970(S), 3-0971, 3-0984, 3-0988, 3-1785, 3-1786, 3-1787, 3-1788, 3-1794, 3-1796, 3-1798, 3-1800, 3-1805, 3-1808, 3-1818, 3-1822, 3-1823, 4-0005, 4-0030, 5-0005, 5-0016, 5-0038, 5-0051, 5-0054, 6-0328(R), 6-0328(S), 6-0337, 6-0343, 6-0345, 6-0349, 6-0353, 6-0370, 6-0382, 6-0390 and 6-0394. The compound numbers represent the compound numbers in Tables 1 to 214 listed as the preferred examples.

The pyrrolopyrimidine derivatives of the invention thus exhibit powerful GSK-3 inhibiting activity. It was therefore demonstrated that they may be clinically useful as GSK-3 activity inhibitors to be used for prevention and/or treatment of various diseases associated with GSK-3.

Example 1177 Preparation of Tablets

Tablets were prepared each having the following composition. Compound(Example 1) 50 mg Lactose 230 mg  Potato starch 80 mg Polyvinylpyrrolidone 11 mg Magnesium stearate  5 mg

The compound of the invention (compound of Example 1), lactose and potato starch were combined, and the mixture was evenly moistened with a 20% ethanol solution containing the polyvinylpyrrolidone and passed through a 20 nm mesh screen, dried at 45° C. and passed through a 15 nm mesh screen. The granules obtained in this manner were mixed with the magnesium stearate and compressed into tablets.

INDUSTRIAL APPLICABILITY

The pyrrolo[3,2-d]pyrimidine derivatives represented by formula (I) and their medically acceptable salts exhibit GSK-3 inhibiting activity. Drugs comprising the compounds as effective ingredients are therefore expected to be useful as therapeutic or prophylactic agents for conditions in which GSK-3 is implicated, such as diabetes, diabetes complications, Alzheimer's disease, neurodegenerative diseases, manic depression, traumatic encephalopathy, alopecia, inflammatory diseases, cancer and immune deficiency. 

1. A pyrrolo[3,2-d]pyrimidine derivative represented by formula (I), or a medically acceptable salt thereof.

[wherein X represents an oxygen atom or sulfur atom; A¹ represents a single bond, or a C₁₋₆ aliphatic hydrocarbon group with the bonded nitrogen atom and A² being bonded on the same or different carbon atoms of A¹; A² represents a single bond or a group binding A¹ and G¹ in the form of A¹-C(═O)-G¹, A¹-C(═O)O-G¹, A¹-C(═O)NR¹⁰¹-G¹, A¹-C(═S)NR¹⁰²-G¹, A¹-C(═NR¹⁰³)-G¹, A¹-O-G¹, A¹-OC(═O)-G¹, A¹-NR¹⁰⁴-G¹, A¹-NR¹⁰⁵C(═O)-G¹, A¹-NR¹⁰⁶S(═O)₂-G-, A¹-NR¹⁰⁷C(═O)O-G¹, A¹-NR¹⁰⁸C(═O)NR¹⁰⁹-G¹, A¹-NR¹¹⁰C(═S)-G¹, A¹-NR¹¹¹C(═S)NR¹¹²-G¹, A¹-S-G¹, A¹-S(═O)-G¹, A¹-S(═O)₂-G¹ or A¹-S(═O)₂NR¹¹³-G¹ (where R¹⁰¹-R¹¹³ each independently represent hydrogen or a C₁₋₄ aliphatic hydrocarbon group); G¹ represents one group selected from among the following 1) to 4): 1) A single bond. 2) A substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon group. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons and optionally substituted C₁₋₆ aliphatic hydrocarbons.) 3) A substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons and optionally substituted C₁₋₆ aliphatic hydrocarbons.) 4) A substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons and optionally substituted C₁₋₆ aliphatic hydrocarbons.); A³ represents a single bond, or a C₁₋₆ aliphatic hydrocarbon group having G¹ and A⁴ bonded on the same or different carbon atoms; A⁴ represents a single bond or a group binding A³ and G² in the form of A³-C(═O)-G², A³-C(═O)O-G², A³-C(═O)NR¹²¹-G², A³-C(═S)NR¹²²-G², A³-C(═NR¹²³)-G², A³-O-G², A³OC(═O)-G², A³-NR¹²⁴-G², A³-NR¹²⁵C(═O)-G², A³-NR¹²⁶S(═O)₂-G², A³-NR¹²⁷C(═O)O-G², A³-NR¹²⁸C(═O)NR¹²⁹-G¹, A³-NR¹³⁰C(═S)-G², A³-NR¹³¹C(═S)NR¹³²-G², A³-S-G², A³-S(═O)-G², A³-S(═O)₂-G², A³-S(═O)₂NR¹³³-G² or A³-S(═O)₂O-G² (where R¹²¹-R¹³³ each independently represent hydrogen or a C₁₋₄ aliphatic hydrocarbon group); and G² represents one group selected from among the following 1) to 5): 1) Hydrogen; 2) A substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂—, alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).) 3) A substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon group. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).) 4) A substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).) 5) A substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).) (The above being with the proviso that among the combinations of A¹, A², G¹, A³, A⁴ and G², when A¹ is a single bond, A², G¹, A³ and A⁴ are all single bonds, that among the combinations of A¹, A², G¹, A³, A⁴ and G², when A¹ is not a single bond and G¹ and A³ are both single bonds, the combination including A² and A⁴ is A¹-C(═O)—C(═O)-G² or A¹-C(═O)NR¹⁰¹-O-G², and that among the combinations of G¹, A³, A⁴ and G², when A³ represents a C₁₋₆ aliphatic hydrocarbon group having G¹ and A⁴ bonded on the same or different carbon atoms and G² represents a substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group, A⁴ is not a single bond.) A⁵ represents a single bond, or a group binding the carbon atom of the pyrrole ring to which A⁵ is bonded and R² in the form of R²-NR²⁰¹-pyrrole ring carbon (where R²⁰¹ represents hydrogen or a C₁₋₄ aliphatic hydrocarbon group). R² represents one group selected from among the following 1) to 6): 1) Hydrogen. 2) Fluorine, chlorine, bromine or iodine. 3) A substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).) 4) A substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon group. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁, alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).) 5) A substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₇ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).) 6) A substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur. (As substituents there may be mentioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, optionally substituted C₁₋₇ alkoxy, C₆₋₁₀ aryloxy, C₇₋₉ aralkoxy, C₂₋₇ acyloxy, oxo, C₁₋₆ alkylsulfonyloxy, optionally substituted C₂₋₇ acyl, carboxyl, C₂₋₇ alkoxycarbonyl, carbamoyl, optionally substituted C₂₋₇ alkylcarbamoyl, amino, optionally substituted C₁₋₆ alkylamino, optionally substituted C₂₋₇ acylamino, C₂₋₈ alkoxycarbonylamino, C₁₋₆ alkylsulfonylamino, cyano, nitro, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, sulfamoyl, C₁₋₆ alkylaminosulfonyl, sulfo, optionally substituted C₃₋₆ alicyclic hydrocarbons, optionally substituted C₁₋₆ aliphatic hydrocarbons, optionally substituted C₆₋₁₄ aromatic hydrocarbons and optionally substituted heterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur).) The above being with the proviso that among the combinations of R² and A⁵, when R² is fluorine, chlorine, bromine or iodine, A¹ is a single bond.].
 2. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1, wherein X is an oxygen atom.
 3. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1, wherein X is a sulfur atom.
 4. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 3, wherein A¹ is —(CH₂)₂—.
 5. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 3, wherein A¹ is —(CH₂)₃—.
 6. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-O-G¹.
 7. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-OC(═O)-G¹.
 8. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NR¹⁰⁴-G¹.
 9. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NR¹⁰⁵C(═O)-G¹.
 10. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NR¹⁰⁶S(═O)₂-G¹.
 11. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NR¹⁰⁷C(═O)O-G¹.
 12. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NR¹⁰⁸C(═O)NR¹⁰⁹-G¹.
 13. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═O)-G¹.
 14. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═O)O-G¹.
 15. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═O)NR¹⁰¹-G¹.
 16. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═S)NR¹⁰²-G¹.
 17. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═NR¹⁰³)-G¹.
 18. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NR¹¹⁰C(═S)-G¹.
 19. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NR¹¹¹C(═S)NR¹¹²-G¹.
 20. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-S-G¹.
 21. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-S(═O)-G¹.
 22. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-S(═O)₂-G¹.
 23. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-S(═O)₂NR¹¹³-G¹.
 24. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NH-G¹
 25. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NHC(═O)-G¹.
 26. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NHS(═O)₂-G¹.
 27. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NHC(═O)O-G¹.
 28. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NHC(═O)NH-G¹.
 29. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═O)NH-G¹.
 30. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═S)NH-G¹.
 31. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═NH)-G¹.
 32. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-NHC(═S)-G¹.
 33. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-S(═O)₂NH-G¹.
 34. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A² is a single bond.
 35. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is a single bond.
 36. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is a substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group.
 37. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is a substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon group.
 38. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is a substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 39. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is an unsubstituted C₆₋₁₄ aromatic hydrocarbon group.
 40. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is an unsubstituted C₃₋₈ alicyclic hydrocarbon group.
 41. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is an unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 42. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is a substituted C₆₋₁₄ aromatic hydrocarbon group.
 43. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is a substituted C₃₋₈ alicyclic hydrocarbon group.
 44. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is a substituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 45. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is an unsubstituted aromatic heterocyclic group having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 46. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is a substituted aromatic heterocyclic group having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 47. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted furan, unsubstituted pyrrole, unsubstituted pyrrolidine, unsubstituted thiophene, unsubstituted oxazole, unsubstituted thiazole, unsubstituted isooxazole, unsubstituted isothiazole, unsubstituted pyrazole, unsubstituted imidazole, unsubstituted pyridine, unsubstituted pyrimidine, unsubstituted pyrazine, unsubstituted benzothiophene, unsubstituted benzofuran, unsubstituted benzimidazole, unsubstituted indole, unsubstituted quinoline, unsubstituted isoquinoline, unsubstituted quinazoline, unsubstituted purine, unsubstituted phthalazine, unsubstituted cinnoline, unsubstituted 1,8-naphthylidine or unsubstituted pteridine.
 48. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted furan, substituted pyrrole, substituted pyrrolidine, substituted thiophene, substituted oxazole, substituted thiazole, substituted isooxazole, substituted isothiazole, substituted pyrazole, substituted imidazole, substituted pyridine, substituted pyrimidine, substituted pyrazine, substituted benzothiophene, substituted benzofuran, substituted benzimidazole, substituted indole, substituted quinoline, substituted isoquinoline, substituted quinazoline, substituted purine, substituted phthalazine, substituted cinnoline, substituted 1,8-naphthylidine or substituted pteridine.
 49. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted benzene.
 50. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted benzene.
 51. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted thiophene.
 52. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted thiophene.
 53. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted pyridine.
 54. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted pyridine.
 55. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted furan.
 56. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted furan.
 57. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted pyrrole.
 58. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted pyrrole.
 59. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted thiazole.
 60. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted thiazole.
 61. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted isooxazole.
 62. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted isooxazole.
 63. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted pyrazole.
 64. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted pyrazole.
 65. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted pyrimidine.
 66. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted pyrimidine.
 67. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent substituted quinazoline.
 68. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 6 to 34, wherein G¹ is divalent unsubstituted quinazoline.
 69. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═O)-G¹, and G¹ is divalent unsubstituted pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridine or piperazine, bonded to A¹-C(═O) through the nitrogen atom.
 70. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═O)-G¹, and G¹ is divalent substituted pyrrolidine, piperidine, morpholine, thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridine or piperazine, bonded to A¹-C(═O) through the nitrogen atom.
 71. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═O)-G¹, and G¹ is divalent substituted piperidine, bonded to A¹-C(═O) through the nitrogen atom.
 72. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═O)-G¹, and G¹ is divalent unsubstituted piperidine, bonded to A¹-C(═O) through the nitrogen atom.
 73. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═O)-G¹, and G¹ is divalent substituted piperazine, bonded to A¹-C(═O) through the nitrogen atom.
 74. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 5, wherein A¹-A²-G¹ bond in the form of A¹-C(═O)-G¹, and G¹ is divalent unsubstituted piperazine, bonded to A¹-C(═O) through the nitrogen atom.
 75. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 35 to 74, wherein A³ is a single bond.
 76. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 35 to 74, wherein A³ is —CH₂—.
 77. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 35 to 74, wherein A³ is —(CH₂)₂—.
 78. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 35 to 74, wherein A³ is —(CH₂)₃—.
 79. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 75 to 78, wherein A⁴ is a single bond.
 80. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 75 to 78, wherein A³-A⁴-G² bond in the form of A³-C(═O)O-G².
 81. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 75 to 78, wherein A³-A⁴-G² bond in the form of A³-C(═O)-G².
 82. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 75 to 78, wherein A³-A⁴-G² bond in the form of A³-C(═O)NR²¹-G².
 83. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 75 to 78, wherein A³-A⁴-G² bond in the form of A³-O-G².
 84. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 75 to 78, wherein A³-A⁴-G² bond in the form of A³-NR¹²⁴-G².
 85. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 75 to 78, wherein A³-A⁴-G² bond in the form of A³-NR¹²⁵C(═O)-G ².
 86. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 75 to 78, wherein A³-A⁴-G² bond in the form of A³-NR¹²⁶S(═O)₂-G²
 87. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 75 to 78, wherein A³-A⁴-G² bond in the form of A³-NR¹²⁷C(═O)O-G².
 88. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 75 to 78, wherein A³-A⁴-G² bond in the form of A³-NR¹²⁸C(═O)NR¹²⁹G².
 89. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 79 to 88, wherein G² is a hydrogen atom.
 90. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 79 to 88, wherein G² is a substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group.
 91. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 79 to 88, wherein G² is a substituted or unsubstituted C₃₋₈ alicyclic hydrocarbon group.
 92. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 79 to 88, wherein G² is a substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group.
 93. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 79 to 88, wherein G² is a substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 94. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 36 to 74, wherein -A³-A⁴-G² collectively represent hydrogen.
 95. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 36 to 93, wherein -A³-A⁴-G² collectively represent a group other than hydrogen.
 96. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 94, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-NHC(═O)-G¹, and G¹ is substituted divalent benzene.
 97. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 93, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-NHC(═O)-G¹, G¹ is unsubstituted divalent benzene, and A³-A⁴-G² are collectively a group other than hydrogen.
 98. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 94, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-NHC(═O)-G¹, and G¹ is a divalent monocyclic or bicyclic C₂₋₉ aromatic heterocyclic group having in the ring 1 to 3 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 99. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 94, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-NHC(═O)-G¹, and G¹ is a substituted divalent monocyclic or bicyclic C₂₋₉ aromatic heterocyclic group having in the ring 1 to 3 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 100. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 93, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-NHC(═O)-G¹, and G¹ is an unsubstituted divalent monocyclic or bicyclic C₂₋₉ aromatic heterocyclic group having in the ring 1 to 3 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, and A³-A⁴-G² are collectively a group other than hydrogen.
 101. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 94, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-NH-G¹, and G¹ is substituted divalent benzene.
 102. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 93, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-NH-G¹, G¹ is unsubstituted divalent benzene, and A³-A⁴-G² are collectively a group other than hydrogen.
 103. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 94, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-NH-G¹, and G¹ is a substituted divalent monocyclic or bicyclic C₂₋₉ aromatic heterocyclic group having in the ring 1 to 3 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 104. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 93, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-NH-G¹, and G¹ is an unsubstituted divalent monocyclic or bicyclic C₂₋₉ aromatic heterocyclic group having in the ring 1 to 3 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, and A³-A⁴-G² are collectively a group other than hydrogen.
 105. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 94, wherein X is sulfur, A, is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-C(═O)-G¹, G¹ is a divalent monocyclic C₂₋₉ heterocyclic group having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, and G¹ is bonded to A¹-C(═O)— through a nitrogen atom.
 106. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 94, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-C(═O)-G¹, G¹ is a substituted divalent monocyclic C₂₋₉ heterocyclic group having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, and G* is bonded to A¹-C(═O)— through a nitrogen atom.
 107. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 1 or any one of claims 75 to 93, wherein X is sulfur, A¹ is —(CH₂)₂—, A¹-A²-G¹ bond in the form of A¹-C(═O)-G¹, G¹ is an unsubstituted divalent monocyclic C₂₋₉ heterocyclic group having in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur, G¹ is bonded to A¹-C(═O)— through a nitrogen atom, and A³-A⁴-G² are collectively a group other than hydrogen.
 108. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 107, wherein A¹ is a single bond.
 109. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 107, wherein A⁵ is a group binding the carbon atom of the pyrrole ring to which A¹ is bonded and R² in the form of R²—NR²⁰1-pyrrole ring carbon.
 110. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 109, wherein R² is a hydrogen atom.
 111. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 108, wherein R² is fluorine, chlorine, bromine or iodine.
 112. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 108 or 109, wherein R² is a substituted or unsubstituted C₁₋₁₀ aliphatic hydrocarbon group.
 113. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 108 or 109, wherein R² is a substituted or unsubstituted C₃-aliphatic hydrocarbon group.
 114. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 108 or 109, wherein R² is a substituted or unsubstituted C₆₋₁₄ aromatic hydrocarbon group.
 115. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to claim 108 or 109, wherein R² is a substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 116. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 107, wherein R²-A⁵- is substituted or unsubstituted isopropylamino, substituted or unsubstituted cyclopropylamino, substituted or unsubstituted cyclopentylamino, substituted or unsubstituted dimethylamino, substituted or unsubstituted N-methyl-ethylamino, substituted or unsubstituted N-methyl-2-propenylamino, substituted or unsubstituted N-methyl-2-propynylamino, substituted or unsubstituted 1-pyrrolidinyl, substituted or unsubstituted 1-piperazinyl, substituted or unsubstituted 1-piperidino, substituted or unsubstituted 1-morpholino or substituted or unsubstituted 1-homopiperidinyl.
 117. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 107, wherein R²-A⁵- is substituted or unsubstituted cyclopropyl, substituted or unsubstituted phenyl, substituted or unsubstituted furyl, substituted or unsubstituted thienyl, substituted or unsubstituted pyrrolyl, substituted or unsubstituted pyrazolyl, substituted or unsubstituted oxazolyl, substituted or unsubstituted isooxazolyl, substituted or unsubstituted thiazolyl, substituted or unsubstituted isothiazolyl, substituted or unsubstituted imidazolyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted benzofuranyl or substituted or unsubstituted benzothiophenyl.
 118. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 107, wherein R²-A⁵- is substituted or unsubstituted 2-furyl, substituted or unsubstituted 2-thienyl, substituted or unsubstituted 2-pyrrolyl, substituted or unsubstituted 2-imidazolyl, substituted or unsubstituted 5-imidazolyl, substituted or unsubstituted 2-oxazolyl, substituted or unsubstituted 5-oxazolyl, substituted or unsubstituted 5-isooxazolyl, substituted or unsubstituted 2-thiazolyl, substituted or unsubstituted 5-thiazolyl, substituted or unsubstituted 5-isothiazolyl, substituted or unsubstituted 3-isothiazolyl, substituted or unsubstituted 2-pyridyl, substituted or unsubstituted 2-pyrimidinyl, substituted or unsubstituted 2-benzofuranyl or substituted or unsubstituted 2-benzothiophenyl.
 119. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 107, wherein R²-A⁵- is substituted or unsubstituted 2-furyl, substituted or unsubstituted 2-thienyl or substituted or unsubstituted 2-pyrrolyl.
 120. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 107, wherein R²-A⁵- is 3-methyl(2-furyl), 3-chloro(2-furyl), 3-methyl(2-thienyl), 3-chloro(2-thienyl) or 1-methylpyrrol-2-yl.
 121. A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 107, wherein A¹ is a group binding the carbon atom of the pyrrole ring to which A¹ is bonded and R² in the form of R²—NR²⁰¹-pyrrole ring carbon, and R² is a substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms.
 122. A pharmaceutical composition comprising a pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to 121, and a pharmaceutically acceptable carrier.
 123. A GSK-3 inhibitor comprising a pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to
 121. 124. A therapeutic or prophylactic agent for a GSK-3 associated disease, comprising a pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of claims 1 to
 121. 125. A therapeutic or prophylactic agent according to claim 124, wherein said GSK-3 associated disease is selected from the group consisting of diabetes, diabetes complications, Alzheimer's disease, neurodegenerative diseases, manic depression, traumatic encephalopathy, alopecia, inflammatory diseases, cancer and immune deficiency.
 126. A pyrrolo[3,2-d]pyrimidine derivative represented by formula (2):

[wherein the definitions of A¹, A², A³, A⁴, A⁵, G¹, G² and R² are the same as for formula (I) above, and X¹ represents chlorine, bromine, iodine, C₂₋₁₀ acylthio, C₂₋₈ alkoxymethylthio or C₁— alkyl- or arylsulfonyloxy].
 127. A pyrrolo[3,2-d]pyrimidine derivative according to claim 126, wherein X¹ is chlorine or trifluoromethanesulfonyloxy.
 128. A pyrrolo[3,2-d]pyrimidine derivative represented by formula (1c):

[wherein the definitions of A¹, A², A³, A⁴, A⁵, G¹, G², R² and X are the same as for formula (I) above, and R³ represents C₂₋₁₀ acyl, C₂₋₁₀ alkoxymethyl or substituted or unsubstituted benzyl]. 